There are some business lessons you learn from books.

Others you learn from mentors, courses, podcasts, or years of experience.

And then there are the lessons you learn because something happens that frightens you enough to completely change the way you think.

I had one of those lessons recently.

For years, I thought about ownership in a fairly simple way. If I paid for something, built it, worked on it, invested money into it, and considered it part of my business, then naturally I thought of it as mine.

My website.

My content.

My images.

My business asset.

But then I came frighteningly close to losing a website I had spent years building, and I discovered that there can be an enormous difference between owning something and actually controlling it.

It left me with a question I think every entrepreneur should ask:

If someone else can lock you out of something tomorrow, how much of it do you really control today?

This isn’t only a story about a website.

It’s about trust, ownership, business relationships, digital assets, delegation, financial independence, and something I’ve become increasingly interested in as I’ve gotten older: making sure the things I spend my time building actually contribute to my freedom rather than creating another form of dependency.

It is also a story with a happy ending.

I got my website back.

All the images were recovered.

Two incredibly competent people stepped in when I felt completely lost and managed to accomplish what, at several points, seemed almost impossible.

The website is now safely on hosting that I control.

But what I got back from this experience was actually much more valuable than a website.

I got clarity.

And sometimes clarity is worth considerably more than whatever it costs us to acquire it.

Inside This Article

In this article, I’ll share:

  • How I came frighteningly close to losing a website I had spent years building
  • The difference between owning a digital asset and actually controlling it
  • Why a business relationship lasting more than a decade changed the way I think about trust
  • The earlier $1,000+ mistake that, looking back, was trying to teach me the same lesson
  • Why delegating your work and surrendering control are two very different things
  • The digital assets every online entrepreneur should understand and protect
  • The simple “Who Holds the Keys?” test I’m now using in my own business
  • Why I’ve changed the questions I ask before joining or recommending an online opportunity
  • How I learned to stop treating an expensive business lesson as a permanent loss
  • And why the most valuable asset in your business may not be your website, your email list, or even your income stream

A Personal Note from Kirsten

Before we get into the story, I want to make something clear.

I am not writing this article to tell you that you shouldn’t trust people.

Quite the opposite.

I still believe enormously in good people.

In fact, if there is one thing this experience reinforced for me, it is just how valuable trustworthy, capable and genuinely helpful people can be. Two people came into this situation when I was struggling to find a solution, and their persistence and professionalism are the reason this story has the ending it does.

Nor am I suggesting that we should do everything ourselves.

That would be completely unrealistic.

I have been working online for many years, and one of the great advantages of running a business today is that we can hire people who know things we don’t know, use technology that makes our lives easier, and delegate work that someone else can do faster or better.

I will continue doing all of those things.

What has changed is something much more fundamental.

I no longer confuse trusting someone with giving them ultimate control over something I own.

Those are not the same thing.

You can trust a web developer and still have your own passwords.

You can hire someone to manage your website and still control the hosting account.

You can let someone technically smarter than you handle a migration and still know where your backups are.

You can accept a recommendation from someone you respect and still do your own due diligence.

And you can have a business relationship with someone for ten years—or twenty years—without making that relationship the security system protecting your assets.

I didn’t fully understand that distinction before.

I do now.

And while I would certainly have preferred to learn the lesson in a less stressful way, I am also grateful that I learned it before I actually lost something I could never recover.

There was another realization that came later, once the panic was over.

Even if the worst had happened and the website had disappeared, I would still have had the things that created it in the first place.

My experience.

My knowledge.

My creativity.

My ideas.

My determination.

My ability to learn.

And my ability to build again.

That realization was strangely liberating.

We spend so much of our lives accumulating things—money, websites, businesses, followers, investments, possessions—that it’s easy to forget that the person who created those things is often more valuable than the things themselves.

That is ultimately what this article is about.

Yes, I’ll tell you what happened.

But more importantly, I want to share what it changed for me, what I am doing differently now, and the questions I think are worth asking before any of us spend another year building something online.

Because if my stressful week can save someone else from discovering the same lesson the hard way, then at least something very useful came out of it.

Happy reading.

Kirsten 💗

Join my newsletter and let’s continue building your future together.

working with kirsten

How I Almost Lost a Website I Had Spent Years Building

Monaco News Daily had been part of my online world for years.

Like most websites that have been around for a while, its value to me wasn’t simply what someone might have been willing to pay for the domain or the website itself. It represented hundreds of individual decisions and countless hours of work: articles written, images created, pages designed, ideas researched, technical problems solved, and all the little improvements that accumulate quietly over time.

If you have ever built a website, you probably know what I mean.

A website starts as an empty shell. Then, little by little, you fill it with pieces of your time.

That is what makes losing one so different from losing a physical object.

You aren’t simply losing a collection of files. You may be losing years of work that would be extremely difficult, if not impossible, to recreate exactly as it was.

I hadn’t been publishing on Monaco News Daily as frequently as I once had because my priorities had changed. Other projects needed my attention, and life had become busy in other ways.

But the website was still there.

It was still mine.

Or at least, that was how I thought about it.

Then one day I happened to look in my spam folder.

The Message I Almost Never Saw

I wasn’t checking spam because I was worried about Monaco News Daily.

I was looking for something completely unrelated.

And there, almost by accident, I discovered a cPanel-generated message concerning the hosting of the website.

Suddenly, something I hadn’t been worried about at all became very urgent.

When the website had originally been set up through a program I purchased, my understanding was that I would be informed when the hosting arrangement was coming to an end so that I would have time to move the website to hosting of my own.

I had therefore never imagined that I needed to spend my days monitoring the hosting situation.

I certainly wasn’t expecting an important warning about the future of the site to depend on whether I happened to look through my spam folder at precisely the right moment.

Yet there it was.

And once I understood what was happening, my mind immediately went to all the obvious what ifs.

What if I hadn’t looked in spam that day?

What if I had been away?

What if I had been on vacation and hadn’t checked email properly for a week?

What if the message had disappeared among the countless pieces of junk mail most of us delete without even opening?

What if I had discovered the problem only after it was too late?

That was the moment the situation stopped being an inconvenience and became genuinely frightening.

Because I wasn’t thinking about losing a hosting account.

I was thinking about losing years of work.

A Website Is More Than a Domain Name

When people who don’t work online hear the word website, I sometimes think they imagine something relatively simple.

A domain name.

A few pages.

Some text.

Maybe a logo and a handful of photographs.

But anyone who has spent years creating online knows that a mature website is much more than that.

There were all the articles I had published.

There were the images I had created and collected.

There was the structure of the site.

There were categories, links, pages, settings, databases, media files and all sorts of pieces that most readers never see but that make the website function.

And then there was the most irreplaceable ingredient of all:

time.

You can buy another domain.

You can buy another hosting account.

You can even pay someone to build another website.

What you cannot purchase is the exact collection of hours you already spent creating the first one.

That was what bothered me most.

I could imagine rebuilding articles.

I could imagine recreating pages.

But the thought of having to reconstruct years of work simply because I had failed to understand who controlled what was deeply frustrating.

It was also the beginning of a much bigger realization.

When “My Website” Suddenly Didn’t Feel Completely Mine

Until that moment, I had never spent much time questioning the phrase my website.

Of course it was my website.

I had invested in it.

I had worked on it.

I had created content for it.

I had spent money on it.

I had made decisions about it.

But when I urgently needed to move it, I discovered that there was an important difference between being the person who considered the website an asset and being the person who controlled every piece of access required to protect that asset.

I didn’t personally control the hosting environment where the site was sitting.

I didn’t have the cPanel credentials I was trying to obtain.

And suddenly I needed cooperation from someone else in order to get to something I had always thought of as mine.

That feeling is difficult to describe until you experience it.

It is a little like owning everything inside a house but discovering, during an emergency, that someone else has the only key to the front door.

The furniture may be yours.

The photographs may be yours.

The things you spent years collecting may be yours.

But at that particular moment, ownership isn’t the problem.

Access is.

And that was when a thought occurred to me that has stayed with me ever since:

You don’t really own it if someone else can lock you out of it.

Technically, of course, ownership and access can involve different legal and contractual questions. But from the practical perspective of running my own business, the distinction suddenly became very simple.

I never again wanted to discover during an emergency that another person was standing between me and an important digital asset.

I Had Made a Very Common Assumption

Looking back, I don’t think I did anything particularly unusual.

In fact, I suspect many online entrepreneurs are in exactly the same situation without realizing it.

Someone builds your website.

Someone recommends the hosting.

Someone installs the software.

Someone sets up an account.

Someone manages a technical part of the business you don’t particularly enjoy dealing with.

Everything works.

Months become years.

And because there is no problem, you naturally assume there isn’t a problem.

That is how dependency can quietly develop.

Not because you deliberately decided to surrender control, but because everything was convenient enough that you never had a reason to examine the arrangement closely.

Until one day you do.

This was my mistake.

I had confused “someone else is taking care of this for me” with “I have everything I need if I ever have to take care of this myself.”

Those are very different situations.

And I didn’t fully appreciate the difference until I was suddenly trying to save a website.

The Part That Frightened Me Most

At first, I thought the difficult part would be moving the site.

It wasn’t.

The most unsettling part was realizing how dependent I had become on access I didn’t personally possess.

I wasn’t asking anyone to redesign Monaco News Daily.

I wasn’t asking for new content.

I wasn’t expecting someone to spend days rebuilding the site for me.

I simply wanted the access that would allow the people helping me to safely retrieve and migrate what was already there.

That seemed like such a small thing.

Yet in that moment, that small thing became extraordinarily important.

And it raised a question that went far beyond Monaco News Daily:

How many other things in an online business do we describe as “ours” while someone else quietly controls the keys?

Our websites?

Domains?

Email lists?

Social media accounts?

Customer data?

Payment accounts?

Original content?

Backups?

Even our audiences?

That was when this stopped being merely a stressful website problem for me.

It became a business lesson.

And as uncomfortable as the experience was, I began to understand that the real problem wasn’t that I had trusted someone.

The problem was that somewhere along the way, trust had taken the place of a system.

Paying for Something and Controlling It Are Two Very Different Things

One of the strangest things about this experience was realizing how casually I had always used the word ownership.

If I bought something for my business, I considered it mine.

That seems logical enough.

But the digital world has made ownership considerably more complicated than buying a chair, putting it in your house, and knowing exactly where it is.

Online, there can be several layers between you and the thing you believe you own.

A website may contain content you created but sit on hosting controlled by someone else. A domain may have your business name attached to it but be registered through an account you cannot personally access. A contractor may build something for you but retain the only administrator credentials. Your audience may have taken years to build, yet exist entirely on a social media platform that can change its rules or restrict access.

None of those arrangements necessarily means something is wrong.

The problem begins when we don’t understand the arrangement at all.

That was the distinction I had failed to make.

I knew I had Monaco News Daily.

What I had never properly mapped out was which parts of Monaco News Daily I personally controlled and which parts depended on somebody else.

Until I needed them.

Ownership on Paper Is Not the Same as Practical Control

There are many perfectly legitimate situations where we own something without personally managing every aspect of it.

Most of us don’t maintain the servers that store our websites.

We don’t build the software behind our email marketing platforms.

We don’t operate the banks where our money is deposited.

And we certainly don’t need to become programmers, server administrators, cybersecurity specialists and accountants simply because we run an online business.

That isn’t the lesson I took from this.

The lesson is that there should always be a clear path between you and your asset.

If someone else is managing something for you, you should understand what they control, what you control, what access you retain, and what happens if the relationship ends.

That last question is particularly important.

Because business relationships often feel permanent while they’re working.

They’re not.

A developer can stop freelancing.

A company can close.

A service can change its business model.

Someone can become ill.

A partnership can end.

A platform can change its terms.

A person who answered every email for years can suddenly stop answering.

None of this requires anyone to be dishonest or malicious. Life itself is unpredictable enough to make dependency risky.

That is why I’ve started thinking about digital ownership less as a question of “Who paid for this?” and more as a question of “Who can actually do something with this?”

Can I access it?

Can I back it up?

Can I move it?

Can I recover it?

Can I give a new professional access if I decide to work with somebody else?

And, perhaps most importantly:

Can I continue without asking someone’s permission?

If the answer is no, I may own the asset in one sense, but I also have a dependency that deserves my attention.

The Question Every Online Entrepreneur Should Ask: Who Holds the Keys?

I now have a very simple way of thinking about all of this.

Who holds the keys?

Not metaphorically. Practically.

If you own a website, do you know where the domain is registered?

Can you log in?

Do you know where the website is hosted?

Do you have your own access?

Do you have administrator access to WordPress or whichever system you use?

Do you know where your backups are stored?

Could you obtain the website files and database if you needed to move tomorrow?

If somebody manages all of this for you, could another qualified person take over without requiring the cooperation of the first person?

These aren’t particularly exciting questions.

Nobody starts an online business because they dream of spending an afternoon checking domain registrars and backup files.

I certainly didn’t.

But boring things have an annoying habit of becoming fascinating when they stop working.

Passwords are boring until you can’t log in.

Backups are boring until something disappears.

Hosting is boring until your website goes down.

Contracts are boring until a relationship ends.

Access is boring until you don’t have it.

I would much rather spend a quiet hour checking these things while everything is working than spend several frantic days trying to reconstruct them after something has gone wrong.

That may be one of the least glamorous lessons I’ve learned in online business.

It may also be one of the most valuable.

What “Control” Actually Means in an Online Business

Control doesn’t mean doing everything yourself.

It means making sure that your business can survive a change in circumstances.

For a website, that may mean knowing where the domain, hosting, files, database and backups are located and having the appropriate credentials or recovery options.

For an email list, it may mean understanding how to export your subscriber data rather than assuming it will always live safely inside one platform.

For your content, it may mean keeping original copies instead of allowing years of photographs, videos or writing to exist only on a social media account.

For financial accounts, it means knowing that the accounts and recovery information are under your control.

For contractors, it means making sure that when someone creates something for your business, the finished asset doesn’t become inaccessible simply because you stop working together.

And for any important online asset, it means avoiding a situation where one person becomes a single point of failure.

That phrase—single point of failure—sounds terribly technical.

But the idea is simple.

If one person disappearing could leave you unable to access something essential, you have a vulnerability.

I had one.

I just didn’t recognize it until the moment it mattered.

Convenience Can Quietly Become Dependency

This is where I think many of us get caught.

Convenience feels wonderful.

Someone says:

“I’ll take care of that.”

Perfect.

One less thing to think about.

And there is nothing wrong with that. In fact, good delegation is one of the smartest things we can do as our businesses grow.

The danger is not in allowing someone else to take care of something.

The danger is allowing “I don’t have to do this” to gradually become “I wouldn’t know how to access this without them.”

Those are very different things.

I don’t need to know how to perform every technical task on my website.

But I do need to know enough about my business to bring in another qualified person if necessary.

I don’t need to personally migrate a website.

But I need to be able to authorize someone who can.

I don’t need to maintain a server.

But I want the hosting relationship for an important business asset to be one I understand and control.

That is the balance I had been missing.

And interestingly, once I understood it, I didn’t feel more frightened about running an online business.

I felt less frightened.

Because independence doesn’t come from knowing how to do everything.

It comes from making sure that no single person has the power to leave you completely helpless.

The Small Request That Became My Biggest Eye-Opener

This became very real for me when I was trying to move Monaco News Daily.

At that point, I already had people willing to help me.

I wasn’t expecting the person who had previously provided the hosting arrangement to perform the migration for me. I wasn’t asking him to rebuild the website, recreate the images, or spend hours troubleshooting the problem.

What I desperately wanted was much simpler: the cPanel access associated with Monaco News Daily so the people helping me could retrieve what they needed and move the site safely.

I sent an email asking for help with those credentials.

And according to the correspondence I kept, that final request received no reply.

That silence affected me more than I expected.

Not simply because I needed a password.

It was because of everything that password had suddenly come to represent.

I had been a customer for more than ten years.

Over those years, I had purchased programs and spent thousands of dollars.

There had been a history there.

There had been trust.

And yet, at the moment when I felt genuinely frightened that I might lose something I had spent years building, I couldn’t get an answer to what felt to me like a very small request.

Perhaps there were technical considerations I didn’t understand.

Perhaps there were reasons the access couldn’t simply be provided in the way I wanted.

I would have been willing to hear those reasons.

What affected me was not receiving an explanation to that final request.

Because sometimes what we need most from a business relationship isn’t someone magically fixing the problem.

Sometimes we simply need them to respond.

To explain.

To point us in the right direction.

To say, “I can’t give you that, but here’s what we can do instead.”

That would have felt very different.

Instead, I found myself looking at a relationship that had lasted more than a decade and realizing that its history did nothing to solve the immediate problem in front of me.

And that was another important distinction I had never really considered before:

The length of a business relationship is not the same thing as the security of a business asset.

Ten years of trust cannot substitute for a password you need today.

Thousands of dollars spent in the past cannot restore a backup.

A long history with someone cannot guarantee how a future problem will be handled.

That doesn’t erase the good experiences that may have come before.

But it does mean we should never make the security of something important dependent upon the assumption that a relationship will always work exactly as it once did.

For me, that was a difficult realization.

But it was also an incredibly useful one.

Because from that point forward, the question was no longer:

“Who do I trust?”

It became:

“What system do I have in place so that trust never has to be my only protection?”

Trust Is Wonderful. Trust Is Not a Business System.

I don’t want the lesson from this experience to be never trust anyone.

What a miserable way that would be to run a business—or live a life.

Some of the best things that have happened to me professionally have happened because I trusted people. I’ve received wonderful recommendations, worked with talented people, learned from others, delegated things I couldn’t or didn’t want to do myself, and benefited enormously from relationships built over many years.

Trust matters.

But I have learned that trust and protection serve two completely different purposes.

Trust is part of a relationship.

Protection is part of a system.

And one should never be expected to replace the other.

You can trust someone completely and still keep your own passwords.

You can have a wonderful relationship with a web developer and still maintain control of your domain.

You can hire someone brilliant to manage your website and still keep independent backups.

You can work with the same person for ten years and still make sure that another qualified professional could step in tomorrow if circumstances changed.

That isn’t distrust.

It’s simply good business.

In fact, I now think healthy business relationships are stronger when nobody needs to be indispensable.

People Change. Circumstances Change. Businesses Change.

One of the reasons we become vulnerable is that we tend to make decisions based on how things are today.

If someone has always answered our emails, we assume they always will.

If a company has existed for years, we assume it will continue operating in the same way.

If a service has always been included, we assume it will remain included.

If someone has always managed a particular part of our business, we assume they will continue doing so.

Usually, there is no reason to question any of it.

Until something changes.

And change doesn’t necessarily require bad intentions.

People retire.

Companies restructure.

Employees leave.

Businesses close.

Health problems happen.

Priorities shift.

Technology becomes obsolete.

Services are discontinued.

Relationships deteriorate.

Someone who once had plenty of time may suddenly have none.

Even two perfectly decent people can eventually decide that they no longer want to work together.

That is simply life.

This is why I’ve stopped thinking about business protection in terms of whether I trust someone and started thinking about it in terms of what happens if circumstances change.

That’s a much less emotional question.

It isn’t:

“Do I think this person might do something terrible to me?”

It’s:

“Could my business continue if this arrangement ended tomorrow?”

That question doesn’t accuse anyone of anything.

It simply exposes dependencies.

And dependencies are much easier to fix while everyone is still getting along.

Trust Should Never Be Your Backup Plan

Imagine hiring a wonderful photographer to take hundreds of photographs for your business.

You might trust that photographer completely.

But once you’ve paid for and received the photographs, would you deliberately keep the only copies on the photographer’s computer?

Probably not.

You would download them.

You might store them on your computer.

You might put another copy in cloud storage.

Perhaps you’d even keep an external backup.

None of that means you distrust the photographer.

It simply means the photographs matter to you.

We understand this instinctively with physical possessions.

If we give someone a spare key to our house, we don’t normally hand them every copy and throw ours away.

If an accountant prepares our tax return, we still keep our records.

If someone manages an investment for us, we still expect to know where the money is.

Yet online, we sometimes behave very differently.

Because the technology feels complicated, it can be tempting to say:

“Oh, they handle all of that.”

And sometimes that is perfectly fine.

Until they handle all of that also means:

I don’t know where anything is.

That’s the point where convenience becomes vulnerability.

The Difference Between Help and Dependency

There is another distinction I wish I had understood earlier.

Receiving help is not the same as becoming dependent.

I love receiving help.

I have no desire to become the woman sitting up at two o’clock in the morning learning server administration because I’ve decided nobody else can be trusted with my website.

That would rather defeat the purpose of building more freedom into my life.

If someone can do something better than I can, I’m very happy to let them.

But I now want the relationship to look something like this:

You have the expertise. I retain the ownership and appropriate access.

That’s very different from:

You have the expertise, the passwords, the account, the backups and the only way into the asset.

The first is delegation.

The second can become dependency.

And dependency often remains invisible because everything works beautifully right up until the day it doesn’t.

The Two People Who Refused to Give Up

There was a wonderful irony in all of this.

The same experience that taught me not to make trust my only protection also reminded me just how extraordinary good people can be.

Once I realized how serious the situation with Monaco News Daily had become, two very capable people helped me.

And what impressed me wasn’t that everything went smoothly.

It didn’t.

There were technical obstacles.

There were access problems.

There were moments when the easiest conclusion would probably have been that certain things simply couldn’t be recovered.

But they kept going.

They looked for another route.

Then another.

They worked around problems rather than simply pointing at them.

Most importantly, they treated the website as though saving it actually mattered.

That meant an enormous amount to me.

Eventually, they succeeded.

The site was recovered.

The images I had been so worried about losing were preserved.

And Monaco News Daily was migrated to new hosting that I now control myself.

After all the stress, there was something almost surreal about finally seeing the website sitting safely in its new home.

Nothing looked dramatically different to a visitor.

The articles were still articles.

The images were still images.

The website looked like the same website.

But to me, something fundamental had changed.

I knew where it lived.

I knew who controlled the hosting.

I knew I had the access I needed.

And for the first time during the entire experience, I could relax.

What Exceptional Service Looks Like When Things Go Wrong

That experience also changed how I think about customer service.

It’s easy to provide good service when everything is straightforward.

The payment goes through.

The software works.

The website loads.

Everyone is happy.

The real test often comes when something goes wrong.

Does the person disappear?

Do they simply tell you what can’t be done?

Or do they communicate, explain the problem, and look for a reasonable solution?

I don’t expect anyone I hire to perform miracles.

I don’t expect unlimited free work.

I don’t expect someone to solve every problem I create for myself.

But I value people enormously who communicate clearly and make an honest effort to help when something becomes difficult.

The two people who helped me with Monaco News Daily reminded me of that.

They didn’t just solve a technical problem.

They restored something else that had taken a bit of a beating during the experience:

my faith in working with good people.

That matters because I don’t want the result of a bad experience to be that I close myself off from everyone.

I want the result to be that I become better at distinguishing between trusting people and protecting assets.

We need both.

A Long Relationship Is Still Not a Contingency Plan

This was perhaps the hardest part for me to accept.

When you’ve done business with someone for a long time, history creates a feeling of security.

Ten years feels substantial.

Thousands of dollars spent over those years feel substantial.

You naturally assume that the relationship itself has value.

And perhaps it does.

But history cannot be your contingency plan.

Past purchases don’t guarantee future support.

Past responsiveness doesn’t guarantee future responsiveness.

Past trust doesn’t guarantee future access.

That isn’t bitterness.

It’s simply a recognition that the past and the future are two different things.

I can appreciate good experiences I had with someone years ago while also recognizing that I need a different arrangement today.

I can be grateful for something that once served me while deciding it no longer fits the way I want to run my business.

And I can wish someone well without continuing to make my business dependent upon them.

That has actually been one of the more peaceful realizations to come out of this.

I don’t need to rewrite the past.

I simply need to change what I do going forward.

Sometimes You Don’t Get the Closure You Expected

After Monaco News Daily had finally been recovered and safely migrated, I wrote a detailed email explaining what the experience had been like from my side.

I explained how frightened I had been of losing the website, how I had discovered the cPanel notification in spam, why the lack of access had been so difficult, and what the experience had taught me about ownership and control.

The response I received was very brief.

It said that multiple emails had been sent and that Paul had emailed multiple times.

That response didn’t match the experience I had just lived through. I had not seen the direct warnings I had expected to receive, and it didn’t address several of the issues I had raised, particularly the unanswered request for help obtaining the access I needed.

I could have continued the argument.

I could have written another long email.

I could have tried to prove my perspective point by point.

For a moment, I was tempted.

Then I asked myself a much more useful question:

What would that actually change?

My website was safe.

I had moved it.

I had changed the way I was protecting it.

I had learned the lesson.

At some point, continuing to fight for somebody else to acknowledge your experience can consume more energy than the original problem deserves.

That doesn’t mean pretending something didn’t happen.

It doesn’t mean agreeing with someone else’s version of events.

And it certainly doesn’t mean failing to protect yourself.

It simply means recognizing when the most valuable thing you can do is take the information you’ve been given and use it to make better decisions.

I didn’t need another email to give me permission to change how I ran my business.

I already knew what I needed to change.

Sometimes Closure Is a Decision You Make Yourself

I’ve started thinking about closure differently because of this.

We often imagine closure as something another person gives us.

An explanation.

An apology.

An acknowledgment.

A final conversation where everyone suddenly understands each other.

That would be lovely.

But life doesn’t always provide neat endings.

Sometimes closure is simply deciding:

I understand enough now to make a different choice.

That was enough for me.

I didn’t need to stay angry.

I didn’t need to keep arguing.

And I didn’t need to convince anyone else that my lesson was valid.

I needed to make sure I never found myself in the same position again.

Interestingly, once I made that decision, another experience from my past came back to me.

It involved more than $1,000, a freelancer I had trusted because he had been vetted and recommended, and more than six months spent unsuccessfully trying to recover money I had lost.

At the time, I thought that experience had been about choosing the wrong person.

Looking back now, I realize it had been trying to teach me something much bigger.

And apparently, I hadn’t quite learned the lesson the first time.

This Wasn’t the First Time Trust Cost Me Money

Once the immediate crisis with Monaco News Daily was over, I found myself thinking about another experience from a few years earlier.

At first, the two situations seemed completely different.

One involved a website and hosting access.

The other involved a freelancer I had hired through Fiverr.

But when I looked at them side by side, I realized they were teaching me almost exactly the same lesson.

The details were different.

The underlying mistake was not.

In both cases, I had allowed trust in someone else’s judgment or systems to reduce the amount of control and oversight I maintained myself.

That is uncomfortable for me to admit because I like to think of myself as an experienced online entrepreneur.

I’ve been working online for a very long time.

I’ve bought programs.

I’ve hired freelancers.

I’ve built websites.

I’ve published books.

I’ve created content.

I’ve made good decisions and, like everyone who has been in business long enough, I’ve made some spectacularly bad ones too.

Experience doesn’t make us immune to mistakes.

Sometimes it simply allows us to recognize the lesson afterward.

And this was one I finally recognized.

The $1,000+ Fiverr Loss That Changed How I Look at Vetting and Recommendations

Before this experience with my site MonacoNewsDaily.com, there had already been another warning sign I didn’t fully understand at the time.

It involved a Fiverr freelancer named Luqman who had been vetted and recommended through Harlan Kilstein, someone I had trusted in business for many years.

That detail mattered enormously to me.

Had I found a random freelancer myself, I would have approached the arrangement differently.

I would have watched the work more closely.

I would have checked progress more frequently.

I would have questioned things sooner.

But because Luqman had been vetted and recommended by someone I trusted, I relaxed.

That was the entire reason the vetting carried weight with me.

I believed I could treat the work as something relatively passive rather than something I needed to constantly supervise.

Over time, I spent more than $1,000 on recurring Fiverr gigs.

Eventually, I realized there was a serious problem.

By then, the money had already been spent.

I Followed Harlan’s Refund Instructions to the Letter

When I realized what had happened, I didn’t simply accept the loss.

I went back to Harlan for guidance.

He gave me specific instructions for pursuing a refund, and I followed those instructions as closely as I possibly could.

I contacted Fiverr.

I explained the situation.

I gathered the information they requested.

I followed up repeatedly.

I pursued the matter for more than six months.

When Fiverr didn’t refund me, I also tried PayPal.

Nothing worked.

What made the situation even more confusing was that Harlan told me his other students had been refunded.

So I went back to Fiverr and specifically explained what Harlan had told me: that other students participating in the same program and dealing with the same freelancer had received refunds.

Fiverr still refused to refund me.

I had followed the recommendations I was given, but the outcome I had been led to expect never happened.

Ultimately, I recovered nothing.

What Other Students Told Me Raised Even More Questions

During this period, I also communicated with other students who described their own difficulties obtaining refunds.

That made the situation even harder for me to understand because it didn’t match the reassurance I felt I had received about other students successfully getting their money back.

One student made particularly serious allegations to me about their own experience with Harlan and the financial consequences they said they had suffered.

Those are that person’s allegations and opinions, not facts I can independently establish, so I won’t present them as such.

But hearing from people who told me they were struggling too made me question the information I had relied upon.

It taught me something I won’t forget:

When money is involved, reassurance isn’t documentation.

What Troubled Me Next: Another Paid Program After the Fiverr Losses

There was another part of the experience that troubled me.

After people had lost money working with Luqman—a freelancer who had been vetted and recommended in connection with the program—I saw another paid program being offered to help people deal with the situation and move forward.

From my perspective as one of the customers who had already lost more than $1,000, that was difficult to reconcile.

I had already paid.

I had trusted the vetting.

I had followed Harlan’s refund instructions.

I had spent months contacting Fiverr.

I had tried PayPal.

And I was still left with the loss.

I wasn’t expecting Harlan to control Fiverr’s refund policies. Obviously, he couldn’t.

Nor do I believe anyone recommending a freelancer can guarantee that the freelancer will never fail.

What mattered to me was what happened after the recommendation went wrong.

The freelancer had been presented as vetted, and that vetting had influenced how much trust I placed in the arrangement.

When things went wrong, I followed the proposed remedies.

They didn’t work for me.

And I personally received no reimbursement for the money I lost.

Seeing another paid offer related to moving forward from the situation therefore didn’t give me the reassurance or resolution I had hoped for.

The Real Lesson Was Bigger Than Fiverr

For a long time, I thought the lesson was simply:

Be more careful when hiring freelancers.

That’s certainly part of it.

But eventually I realized the more important mistake was allowing somebody else’s vetting to replace my own ongoing responsibility.

A trusted recommendation can influence our decisions.

That’s precisely why recommendations have value.

But the recommendation comes from somebody else while the financial consequences may still belong entirely to us.

Someone can tell me a freelancer has been vetted.

Someone can tell me other customers received refunds.

Someone can give me instructions they believe will solve the problem.

But if none of those things produce the outcome I expected, I’m still the person left with the loss.

That experience permanently changed the way I interpret the word “vetted.”

Today, a recommendation is one piece of information in my decision.

It is no longer a replacement for my own oversight.

I can trust someone and still verify.

I can accept a recommendation and still monitor the work.

I can listen to advice and still understand that the financial risk ultimately remains mine.

And if something does go wrong, I pay much more attention to what actually happens than to what I’m told should happen.

That was the $1,000+ lesson I thought was about Fiverr.

It turned out to be a lesson about trust, due diligence, accountability, and never outsourcing responsibility for protecting my own money.

The Pattern I Finally Saw in My Harlan Kilstein Experience

This is where the Fiverr experience and the Monaco News Daily experience suddenly connected for me.

With the Fiverr situation, I had outsourced too much of my due diligence.

With the website, I had outsourced too much of my control.

In one situation, I trusted that someone else had properly evaluated the person doing the work.

In the other, I trusted that the hosting arrangement and access would be handled when the time came.

Both situations worked perfectly well…

until they didn’t.

And in both cases, I was the person who ultimately had to live with the consequences.

That realization gave me a new rule:

Never outsource responsibility for protecting something you cannot afford to lose.

That doesn’t mean never accepting recommendations.

It doesn’t mean never hiring anyone.

And it certainly doesn’t mean checking every five minutes to make sure somebody is doing their job.

It simply means remembering that when it is your money, your business, your website or your future, you remain the final person responsible for protecting it.

That may sound obvious.

Yet I think many of us forget it precisely because outsourcing is supposed to make life easier.

Delegation Is Smart. Dependency Is Dangerous.

I am a great believer in delegation.

There is no prize waiting for us at the end of life because we personally completed every task ourselves.

If someone can do something faster, better or more efficiently than I can, hiring that person can be an excellent use of money.

Especially as I’ve gotten older, I’ve become much more protective of my time.

I don’t want to spend three hours struggling with something a specialist can solve in twenty minutes simply so I can say I did it myself.

That isn’t independence to me.

That’s inefficient.

But there is an enormous difference between delegating a task and delegating responsibility for the asset itself.

If I hire someone to design a website, I’m delegating the design.

I shouldn’t unknowingly be delegating permanent control of the website.

If I hire someone to manage content, I’m delegating work.

I shouldn’t lose access to the content.

If I hire someone to maintain a site, I’m delegating maintenance.

I shouldn’t become unable to replace that person.

If I hire a freelancer to perform recurring work, I’m delegating execution.

I still need enough visibility to know whether the work I’m paying for is actually being done properly.

The goal isn’t to eliminate other people from the business.

The goal is to make sure the business doesn’t collapse because one of those people disappears.

Delegate the Work, Not Ultimate Control

That sentence has become one of my new business rules.

Delegate the work. Keep ultimate control.

You can give a developer access without making the developer the only person with access.

You can let someone manage something without forgetting where it lives.

You can allow an expert to handle technical details without surrendering the ability to bring in another expert.

You can rely on someone’s recommendation without switching off your own judgment.

And you can trust people while still verifying that the things you are paying for are actually happening.

There is nothing unfriendly about any of this.

A good professional shouldn’t be threatened by a client wanting appropriate access to her own assets.

In fact, the best people I’ve worked with tend to make these things easier.

They document.

They explain.

They provide credentials.

They communicate.

They don’t make you feel foolish for asking questions.

And, most importantly, they don’t build their value around making you dependent upon them.

Their value comes from being so good at what they do that you choose to continue working with them.

That is a very different kind of relationship.

The Most Expensive Words in Online Business: “Don’t Worry, We Handle Everything”

There is something wonderfully seductive about those words.

“Don’t worry. We handle everything.”

For an entrepreneur juggling a dozen different responsibilities, it sounds like heaven.

And sometimes it is.

There are excellent done-for-you services.

There are excellent agencies.

There are excellent freelancers.

There are people I happily pay because they remove tasks from my life that I don’t want to spend my time doing.

The problem isn’t the phrase we handle everything.

The problem is what can happen next.

You stop asking questions.

You stop checking.

You stop learning even the basic structure of what is being handled.

A year later, you may not know where the account is.

Three years later, you may not remember who registered the domain.

Five years later, you may discover that the person who “handled everything” is also the only person who knows how everything works.

Convenience has quietly turned into dependency.

That’s the part I want to avoid from now on.

I still want convenience.

I simply want portable convenience.

In other words:

Someone can handle something for me today, but if circumstances change tomorrow, I can take the asset and work with somebody else.

That is the kind of freedom I want in my business.

What I Would Do Differently Today

If I were starting the Fiverr arrangement again today, I wouldn’t necessarily reject the recommendation.

I would simply treat it differently.

I would start smaller.

I would establish clear milestones.

I would check the work regularly, particularly at the beginning.

I would verify results myself.

I would increase my commitment only after seeing consistent performance.

And I would never assume that vetted means I no longer need to pay attention.

Likewise, if someone were setting up a website for me today, I would ask different questions from the beginning.

Where is the domain registered?

Whose account is it under?

Where is the website hosted?

Who owns the hosting account?

What administrator credentials do I have?

Where are the backups?

How would I move the website if we stopped working together?

Can another developer take over without needing permission from the original one?

Those questions might feel slightly awkward when everything is new and everyone is enthusiastic.

But awkward questions at the beginning are considerably cheaper than emergency questions at the end.

Experience Is Expensive. Use What You Paid For.

There is one thing I refuse to do with these experiences.

I refuse to pay for them and then throw away the lesson.

If something costs me $1,000 and teaches me nothing, then I have simply lost $1,000.

If something costs me $1,000 and permanently improves the way I make decisions, I still wouldn’t volunteer to repeat the experience—but at least I’ve extracted something valuable from it.

The same is true of Monaco News Daily.

I would much rather the entire episode had never happened.

But it did.

So now I have a choice.

I can spend months replaying everything that should have happened differently.

Or I can take what happened and use it to make my business stronger.

I choose the second option.

And that brings us to something much more useful than either of these stories:

What should you actually control in your own online business?

Because the best time to discover that someone else holds the keys isn’t during an emergency.

It’s today, while everything is still working.

The Digital Asset Audit Every Entrepreneur Over 50 Should Do

After Monaco News Daily was safely moved, I started looking at my other online assets differently.

Not fearfully.

Just more intelligently.

I didn’t suddenly decide that I needed to change every password, move every account, or become suspicious of every company I worked with. What I wanted was something much simpler:

I wanted to know where everything was, who controlled it, and what would happen if something changed.

That is what I now think of as a digital asset audit.

We hear a great deal about financial audits, household budgets, retirement portfolios and emergency funds. We check bank statements. We know where our investments are. We insure our homes and cars. We make copies of important documents.

Yet many of us are quietly building digital assets that represent thousands of hours of our lives without ever performing the same basic check.

And those assets can have considerable value.

A website can generate income.

An email list can provide direct access to an audience you’ve spent years building.

A domain can become associated with your name or brand.

A YouTube channel can contain hundreds of videos.

A library of photographs, articles, designs or digital products can represent years of creative work.

Even if you never intend to sell any of these things, replacing them could be enormously expensive in one currency we can never earn back:

time.

So this is the audit I wish I had done much earlier.

1. Your Domain Name

Start with something deceptively simple.

Who controls your domain?

Your domain is the address people use to find you online, and if you’ve built a recognizable brand around it, it can become one of the most important pieces of your digital identity.

Ask yourself:

Do I know which registrar holds the domain?

Can I personally log in?

Is the account registered with an email address I control?

Do I have access to the recovery methods?

Is the payment method current?

Is automatic renewal turned on if I want it to be?

Could I transfer the domain if necessary?

These are not questions you want to investigate for the first time when a domain is about to expire.

2. Your Website

Next, log into the website itself.

Do you have full administrator access?

Not contributor access.

Not editor access.

Not an account someone else needs to reset for you.

Administrator access.

Then look at who else has access.

Over the years, it is surprisingly easy to accumulate old administrators: developers, assistants, designers, freelancers or agencies who needed access for a project and were never removed afterward.

Ask yourself whether every person with high-level access still needs it.

One of the first things I did after the Monaco News Daily situation was become much more deliberate about exactly who could access the site.

It takes only a few minutes to check.

And those few minutes can tell you a great deal.

3. Your Hosting

This is the category that became painfully relevant to me.

Where does your website actually live?

Which company hosts it?

Whose name is the hosting account under?

Who pays the hosting bill?

What happens if that payment fails?

Can you log into the hosting account yourself?

If someone else manages the technical side, could you authorize another professional to work on the site without needing the first person’s cooperation?

Before this experience, hosting was something I mostly thought about when a website was slow or there was a technical problem.

Now I see it differently.

Hosting is part of the chain of control.

I don’t need to manage the server myself.

But I want to know where my website lives and how I can get to it.

4. Your Backups

This may be the least exciting part of the audit and one of the most important.

Do you have a backup?

More importantly:

Have you ever verified that the backup actually exists and is accessible to you?

There is a big difference between believing something is being backed up and possessing a backup you could actually use.

Where is it stored?

How frequently is it created?

Does it contain the website files?

Does it contain the database?

Is there another copy somewhere independent of the hosting environment?

Could a new developer restore it if necessary?

A backup that exists only inside the same system you’re worried about losing may not provide the independence you think it does.

I used to think of backups as a technical detail.

Now I think of them as business insurance.

5. Your Website Files and Database

Most website owners never need to touch a database.

I certainly don’t wake up in the morning excited about databases.

But somebody needs to know that they exist.

A modern website is more than the pages you see when you visit it.

There are files behind it.

There is usually a database containing important information.

There are themes, plugins, uploads, configurations and other pieces working quietly behind the scenes.

You don’t necessarily need to understand how to manipulate any of these things.

The important question is whether they can be retrieved if necessary.

This is a recurring theme throughout this article:

You don’t need to know how to do every job. You need to make sure someone else can do the job without being blocked from your own assets.

6. Your Email List

For many online businesses, an email list may ultimately be more valuable than the website itself.

Social media is wonderful for discovery.

Search engines can send traffic.

YouTube can build an audience.

But an email list creates a more direct relationship between you and the people who have chosen to hear from you.

That makes it worth protecting.

Can you export your subscriber list?

Do you know how?

Do you know what information is included in that export?

Is the email marketing account registered under your own business details?

Who has administrator access?

What would happen if you decided to move to another email provider?

Again, this isn’t about expecting the current company to disappear tomorrow.

It’s about understanding whether you can move if you ever choose to.

Choice is an important part of ownership.

7. Your Content Library

This is one area where online creators can become surprisingly vulnerable.

Imagine spending five years creating photographs, videos, social media posts, graphics and articles—and keeping the only copies on the platforms where they were published.

A Facebook page is not a filing cabinet.

Instagram is not your photo archive.

YouTube is not your master video storage system.

And your website shouldn’t necessarily be the only place where the original version of an important article exists.

Platforms are distribution channels.

They shouldn’t automatically become the only custodians of your creative history.

Keep your originals.

Organize them.

Back them up.

If you’ve spent years creating something, treat it as though those years mattered.

Because they did.

8. Your Social Media Accounts

Social platforms present an interesting ownership question because, unlike your own website, you are building inside somebody else’s ecosystem.

You don’t own Facebook.

You don’t own Instagram.

You don’t own YouTube.

You don’t control their algorithms, policies or technical systems.

But you can still protect the part that is within your control.

Make sure your recovery email and phone information are current.

Use strong, unique passwords.

Enable appropriate security features.

Know who has administrator access to business pages.

Remove people who no longer need access.

And perhaps most importantly, don’t allow one social platform to become the only place your audience can find you.

An audience is more resilient when there are several ways for people to stay connected with you.

9. Your Affiliate and Income Accounts

If an account generates money for your business, you should know exactly how you access it.

Which email address is attached to the account?

Where are commissions paid?

What recovery methods are in place?

Do you have records of important account information?

What happens if you lose access to the email address associated with it?

These things feel administrative until money is involved.

Then they become very interesting very quickly.

10. Your Payment Accounts

The same applies to payment processors, bank connections and other financial tools used by your business.

You don’t need to obsess over them.

You simply need to know that you are ultimately in control of the appropriate account information and recovery process.

If another person helps with bookkeeping or administration, make sure their access is appropriate for the job rather than automatically giving away more control than necessary.

Good systems allow people to help you without requiring you to surrender ownership.

Three Questions to Ask About Every Digital Asset You Own

If that entire audit sounds overwhelming, simplify it.

You don’t have to spend a weekend creating a 200-page business continuity manual.

For every important digital asset, start with three questions.

1. Do I Personally Have Access?

Can you log in without asking another person?

If the answer is no, find out why.

There may be a perfectly reasonable explanation.

But you should know what it is.

2. Do I Have an Independent Copy or Backup?

If the original disappeared, what would remain?

For a website, that may be a complete backup.

For photographs, original image files.

For videos, master files.

For an email list, an export.

For important documents, copies stored somewhere secure.

You don’t necessarily need ten copies of everything.

You simply don’t want zero when something goes wrong.

3. If This Person or Company Disappeared Tomorrow, Could I Continue?

This is the question I find most useful.

Not:

Do I trust them?

Not:

Do I think they’ll disappear?

Not:

Have they always been reliable?

Simply:

Could I continue?

If your web developer retired tomorrow, could someone else take over?

If your assistant stopped working with you, could you access everything she managed?

If your hosting company closed, do you have what you need to move?

If a platform suspended your account, would your entire audience disappear with it?

If the answer exposes a vulnerability, don’t panic.

Fix it.

That’s what an audit is for.

What Your Digital Asset Audit May Reveal

The purpose of an audit isn’t to frighten yourself.

It’s to replace assumptions with information.

You may discover that everything is already beautifully organized.

Wonderful.

You may also discover something you’ve been meaning to deal with for three years.

Perhaps your domain is sitting inside an old account.

Maybe a developer who hasn’t worked with you since 2022 still has administrator access.

Perhaps you haven’t downloaded a website backup in months.

Maybe the recovery email for an important account is one you barely use anymore.

Perhaps the only copies of hundreds of photographs are sitting on a social media platform.

Or maybe you simply realize that you have no idea where something is hosted.

None of these discoveries means disaster is around the corner.

They simply give you a to-do list.

And I would much rather have a slightly annoying to-do list today than an emergency tomorrow.

Protect Your Digital Assets Like You Protect Your Money

This experience made me notice an interesting contradiction.

Imagine someone told you:

“I have €10,000 of your money. Don’t worry about where it is. I know how to access it.”

Most of us would immediately have questions.

Where is it?

Whose account is it in?

How do I get it back?

What documentation do I have?

What happens if something happens to you?

We would never consider those questions rude.

We would consider them responsible.

Yet we can spend thousands of hours building a website, email list, content library or online brand and be remarkably casual about where those assets actually live.

The monetary value may even be difficult to calculate.

How much is a website worth if it took three years to build?

How much is an email list worth if it contains relationships developed over a decade?

How much would it cost to recreate 500 original images?

How much would you pay to recover hundreds of articles after they disappeared?

Sometimes the replacement cost of a digital asset isn’t primarily money.

It’s your life measured in hours.

And after 50, I find that distinction increasingly important.

Money can often be earned again.

Time cannot.

Protecting digital assets isn’t merely about protecting revenue.

It’s about protecting the hours of your life you’ve already invested in creating them.

Five Questions to Ask Before Trusting Someone With an Important Asset

Whenever I work with someone new now, I want to ask five simple questions.

Not necessarily out loud in an interrogation over coffee.

But I want to know the answers.

What Exactly Will They Control?

Are they receiving access to perform a task, or will an important asset actually live inside an account they own?

Those are very different arrangements.

What Access Will I Retain?

If someone is setting something up for you, establish from the beginning what credentials and administrative access you will have.

It’s much easier to discuss this while the relationship is good than during an emergency.

Where Is My Independent Backup?

If the work disappeared tomorrow, what do you still possess?

What Happens If Our Relationship Ends?

This is one of the healthiest questions in business.

Not because you expect the relationship to fail.

Because professional arrangements should have an exit door.

You should know how your assets, files and access move with you.

Can I Move Everything Without Their Permission?

This may be the most revealing question of all.

If the answer is yes, you’re probably dealing with delegation.

If the answer is no, you may be dealing with dependency.

And I now know which one I prefer.

The Goal Isn’t Control for the Sake of Control

There is an important balance here.

I don’t want to spend the second half of my life guarding passwords like a dragon sitting on a pile of gold.

That isn’t freedom either.

The goal isn’t to control every tiny task.

The goal is to control your ability to choose.

Choose your hosting.

Choose your developer.

Choose your platforms.

Choose whether to stay.

Choose whether to leave.

Choose who helps you.

Choose where your work lives.

Choose what happens next.

That is the kind of control that matters to me.

And perhaps that’s why this entire experience has become connected in my mind to something much bigger than website security.

It’s connected to financial freedom.

Because the older I get, the more I realize that freedom isn’t simply about having enough money.

Freedom is having choices—and making sure somebody else isn’t quietly holding all the keys to them.

The Expensive-Bill Mindset That Helped Me Move On

Once Monaco News Daily was safe, I had another decision to make.

Not a technical decision this time.

An emotional one.

I could continue replaying everything that had happened. I could calculate the money I had spent over the years, think about the earlier Fiverr experience, reread emails, analyze what should have happened differently, and keep adding up all the ways I felt I had been let down.

And for a little while, of course, I did some of that.

I think that’s human.

When something goes wrong, particularly when we believe it could have been avoided, our minds have an extraordinary ability to return to the same question:

Why did this have to happen?

But eventually I realized I was in danger of paying for the experience twice.

I had already paid once with money, time and stress.

Why would I voluntarily keep paying for it with my attention?

That was when I started thinking about an ordinary household expense.

An electricity bill.

Sometimes the Bill Is Simply the Bill

Imagine receiving your electricity bill at the end of the month.

You might look at the amount and think it’s higher than you expected.

You might decide you’ve been leaving too many lights on.

Perhaps you change providers.

Maybe you become more careful about your consumption next month.

But once you’ve used the electricity, it’s gone.

You don’t pay the bill and expect the electricity company to hand you an asset in return that you can keep forever.

You consumed something.

You paid for it.

You learned what it cost.

And you move forward.

That is increasingly how I choose to look at some of my business expenses and mistakes.

Not every dollar or euro we spend becomes an asset.

Sometimes what we buy is experience.

Sometimes it’s education.

Sometimes it’s an opportunity that doesn’t work.

Sometimes it’s a relationship that teaches us what we will never accept again.

And occasionally, unfortunately, what we purchase is a very expensive lesson.

I don’t have to like the bill to recognize that it has already been paid.

Don’t Turn One Loss Into Two

This distinction has become especially important to me as I’ve gotten older.

Suppose I lose $1,000.

That’s one loss.

But then suppose I spend another year angry about losing the $1,000.

I think about it every week.

I complain about it.

I allow it to make me suspicious of every new opportunity.

I spend hours trying to get someone to admit that I was right.

I allow it to distract me from the work that could be producing something new.

Now I’ve lost much more than $1,000.

I’ve lost pieces of another year.

That second loss may eventually become far more expensive than the first.

This doesn’t mean we shouldn’t pursue money we’re legitimately owed or try to correct something that has gone wrong.

Of course we should.

There is a time to complain.

There is a time to dispute a charge.

There is a time to contact support, gather documentation, ask questions, seek professional advice or stand up for ourselves.

But there is also a point where we have to ask:

Is continuing this fight still serving me?

That is a very different question from Was I right?

You can be completely right about something and still decide that it no longer deserves another hour of your life.

Opportunity Cost Isn’t Only About Money

We usually hear the term opportunity cost in financial discussions.

If you spend €10,000 on one investment, for example, you lose the opportunity to invest that same €10,000 somewhere else.

But I think opportunity cost becomes even more interesting when we apply it to our attention.

Every hour spent looking backward is an hour that cannot simultaneously be invested in something ahead of us.

Every week spent consumed by an old business disappointment is a week when that mental energy isn’t available for a new idea.

Every month spent trying to obtain emotional closure from somebody else is a month in which we could be creating something that doesn’t require their participation at all.

Again, this isn’t about pretending things don’t matter.

It’s about deciding how long they get to matter.

That distinction has become enormously valuable to me.

I can learn from something without living inside it.

I can remember what happened without allowing it to determine what happens next.

And I can change how I do business without becoming bitter about business itself.

That, to me, is a much better return on an expensive lesson.

The Most Valuable Asset Was Never the Website

There was a moment during the Monaco News Daily situation when I had to consider the possibility that the website might actually be lost.

I didn’t want that to happen.

I was upset by the possibility.

I thought about the articles.

The images.

The money.

The years.

All that work.

But somewhere underneath the panic, another thought began to appear.

What if I really did lose it?

At first, the answer seemed obvious.

It would be awful.

Then I asked myself a second question.

What would I do afterward?

And surprisingly, the answer came very quickly.

I would build again.

Maybe not the same website.

Maybe not in the same way.

Maybe I would decide that the next chapter of my business should look completely different.

But I would create something.

Because the thing that had created Monaco News Daily hadn’t disappeared.

I was still here.

That realization changed the emotional weight of the entire situation.

You Can Lose What You Built Without Losing the Person Who Built It

A website is an asset.

But so is experience.

A domain can have value.

But so can judgment.

An email list can be valuable.

But so is the ability to communicate with people in a way that makes them want to hear from you again.

Content has value.

But so does the creativity that produces it.

A business can disappear.

The knowledge you acquired while building it doesn’t disappear with it.

That may be one of the most important distinctions I’ve learned during all my years working online.

We tend to measure assets by what we can see.

Websites.

Bank balances.

Investment accounts.

Businesses.

Properties.

Products.

Followers.

But some of our most valuable assets don’t appear on any balance sheet.

Your ability to solve a problem is an asset.

Your ability to recognize an opportunity is an asset.

Your ability to learn a new technology at an age when other people are telling themselves they’re “too old” is an asset.

Your reputation is an asset.

Your relationships are assets.

Your resilience is an asset.

Your curiosity is an asset.

Your creativity is an asset.

And your accumulated life experience may be one of the most undervalued assets you possess.

No hosting company controls those things.

No freelancer has the password.

No platform can delete them.

And nobody can lock you out of them.

Starting Again As An Entrepreneur Over 50 Is Not Starting From Zero

This is particularly important for those of us over 50.

I sometimes hear people say:

“I couldn’t possibly start again at my age.”

I understand the feeling.

The idea of rebuilding something after years of work can be exhausting.

But there’s something important hidden inside the phrase start again.

Starting again is not the same as starting from zero.

If I had lost Monaco News Daily, I would not have become the woman I was before I ever built a website.

I would have been starting with years of additional experience.

I know more about content now.

I know more about SEO.

I know more about online business.

I know more about hiring people.

I know more about what I want.

And thanks to this experience, I now know considerably more about hosting, access, backups and digital ownership than I did before.

That’s not zero.

That’s a very expensive education.

The same applies to almost every major reinvention in life.

A business may fail, but the entrepreneur doesn’t return to zero.

A career may end, but the skills don’t disappear.

A relationship may change, but the life experience remains.

An investment may perform badly, but the knowledge gained can influence decades of future decisions.

We carry what we’ve learned forward.

And after 50, we carry quite a lot.

Why This Lesson Matters Even More for An Entrepreneur Over 50

There is another reason this subject feels particularly relevant to me now.

When I was younger, I thought about business largely in terms of expansion.

What can I add?

What else can I build?

What new project can I start?

What new opportunity should I explore?

I still love creating things. I hope I never lose that.

But my definition of success has changed.

I’m becoming less interested in simply accumulating more and more interested in building better.

Better systems.

Better assets.

Better relationships.

Better income streams.

Better use of my time.

And much less unnecessary complexity.

I don’t want twenty things I barely control.

I’d rather have fewer things that genuinely contribute to the life I’m trying to create.

That’s one of the advantages of getting older that we don’t talk about enough.

You begin to understand that more isn’t automatically better.

Sometimes freedom comes from subtraction.

One unnecessary dependency removed.

One account cleaned up.

One business relationship that no longer serves you brought to a respectful end.

One recurring expense eliminated.

One password finally put somewhere secure.

One backup made.

One asset moved under your own control.

None of these things look particularly impressive on social media.

But they can quietly make your life much easier.

And these days, a life that works well behind the scenes interests me much more than one that merely looks impressive from the outside.

We Don’t Have to Carry Every Old Business Decision Into the Future

One of the most liberating things about midlife is realizing that you’re allowed to change your mind.

Something you bought five years ago doesn’t need to remain part of your business because you paid for it.

A strategy that once worked doesn’t need to become a lifelong commitment.

A relationship that was valuable for ten years doesn’t automatically need an eleventh.

A website you once loved doesn’t have to remain your biggest priority forever.

And money already spent doesn’t get to vote on what you do next.

Economists have a term for this: sunk cost.

I prefer a simpler version:

I already paid that bill.

What matters now is what I’m buying with the next hour, the next euro and the next decision.

That mindset has helped me tremendously.

Instead of asking:

How do I recover everything I lost?

I’m more interested in asking:

What can I build with everything I learned?

The second question has much more possibility in it.

Financial Freedom Is Also About Control

All of this has changed the way I think about financial freedom too.

For years, financial freedom is often presented as a number.

How much money do you need?

How large should your retirement portfolio be?

How much passive income do you need each month?

Those are useful questions.

Money matters.

But I increasingly believe that freedom is also about control.

You can earn a wonderful income and still have very little control over your time.

You can build a successful business and still be completely dependent on one client.

You can create an enormous social media following and still depend entirely on a platform whose rules you don’t control.

You can own a website and still discover that someone else controls the access you need to move it.

So my definition of financial freedom has expanded.

It includes income.

But it also includes choice.

The choice to stay.

The choice to leave.

The choice to change providers.

The choice to hire someone new.

The choice to stop doing something that no longer makes sense.

The choice to take your work with you.

The choice to build differently.

And, increasingly for me, the choice to say:

This belongs to me, and I know where the keys are.

What Freedom Means to Me Now

I don’t need to control everything around me.

Nobody can.

Businesses change.

Markets change.

Technology changes.

Platforms change.

Life changes.

But I can reduce unnecessary dependencies.

I can protect the things I’ve already built.

I can make better decisions about what I build next.

I can be more selective about the people and companies I depend upon.

And I can choose opportunities that give me more options rather than fewer.

That is a quieter version of financial freedom than the one we often see advertised online.

There is no sports car in the picture.

No giant income screenshot.

No promise that you’ll never work another day in your life.

It’s simply the ability to wake up knowing that more of your life belongs to you.

Your time.

Your choices.

Your work.

Your assets.

Your future.

And after what happened with Monaco News Daily, that kind of freedom has become considerably more valuable to me than it was before.

How This Experience Changed the Online Opportunities I Choose

One of the unexpected consequences of this experience is that it changed the way I look at new business opportunities.

For years, the first questions most of us naturally ask about an opportunity are financial ones.

How much does it cost?

How much could I potentially earn?

How long will it take to get started?

Is there a monthly fee?

What are the commissions?

Those questions still matter. I haven’t suddenly become uninterested in whether a business can actually make money.

But they are no longer enough.

Today, I find myself asking another set of questions before I become excited about anything.

What am I actually building?

What will I control?

What will I keep?

What skills will I learn?

Am I creating something with lasting value, or am I simply renting access to somebody else’s system?

And if the company, platform, program or person I’m relying on changes tomorrow, what will I still have?

Those questions would probably have sounded rather boring to me years ago.

Today, I think they’re some of the most important questions we can ask.

Income Is Important. But What Remains After the Income?

Imagine two opportunities.

The first pays you money while you’re participating, but at the end you have very little to show for the time you invested beyond the income you earned.

The second may also produce income, but along the way you learn how to create content, understand marketing, communicate with an audience, build relationships, develop a personal brand, improve your technical confidence or create assets that can continue to be useful elsewhere.

Even if both opportunities produced exactly the same amount of money, I would value them differently today.

Because one gives me income.

The other potentially gives me income plus something I can carry forward.

That distinction matters enormously to me.

The online world changes far too quickly to assume that any single platform, company or income stream will remain exactly the same forever.

Programs disappear.

Commission structures change.

Algorithms change.

Traffic sources change.

Companies are bought and sold.

Technologies that seemed essential five years ago can become almost irrelevant.

We cannot eliminate that uncertainty.

But we can ask ourselves whether the time we’re investing is leaving us stronger regardless of what happens next.

Skills May Be More Portable Than Income Streams

This is one reason I’ve become increasingly interested in skills.

A commission can stop.

A platform can change its rules.

A website can disappear.

But if you’ve learned how to write a compelling article, create a useful video, build an audience, understand what people need, use new technology or market something effectively, those abilities can travel with you.

You can use them in another business.

On another platform.

With another product.

For another audience.

That makes skills a very interesting form of asset.

They don’t eliminate risk, but they reduce the possibility that one external change sends you all the way back to the beginning.

And perhaps that is another reason the Monaco News Daily experience affected me so strongly.

When I thought about the possibility of losing the website, I realized that I might lose the container.

But I wouldn’t lose everything I had learned while filling it.

That is now part of the way I evaluate opportunities.

If this ends one day, what will I know that I don’t know today?

That’s a surprisingly powerful question.

I Want a Business That Makes Me More Independent, Not More Dependent

There is a strange contradiction in the online business world.

Many opportunities are sold using the language of freedom.

Financial freedom.

Time freedom.

Location freedom.

Freedom from a job.

Freedom to work from anywhere.

I love those ideas. They are part of what attracted me to working online in the first place.

But freedom shouldn’t require us to become completely dependent on another person, company or platform.

Otherwise, we’ve simply exchanged one boss for another form of dependency.

That doesn’t mean we need to own every piece of technology we use. That’s impossible.

My websites depend on hosting companies.

My videos depend on platforms.

My email marketing depends on software.

My payments depend on financial institutions.

Modern business is built on layers of other people’s infrastructure.

The goal isn’t total independence.

The goal is reasonable independence.

Can I move?

Can I adapt?

Can I export?

Can I change direction?

Can I take the skills I’ve learned and apply them elsewhere?

Can I continue creating value if one piece of the system disappears?

The more often I can answer yes, the more comfortable I feel.

My New Opportunity Checklist for 2026 & Beyone

These are some of the questions I now ask before investing serious time or money into something:

What am I building besides income?

If I spend a year doing this, will I have developed skills, content, relationships, knowledge or assets that remain useful?

What do I personally control?

Which parts of the business are mine to manage, move or change?

What am I dependent upon?

Every business has dependencies. I simply want to understand them.

Can one person lock me out?

After my recent experience, this question has earned a permanent place on the list.

Can I change providers or tools?

Being able to leave is an underrated form of freedom.

Am I building a relationship with an audience?

Or does the entire customer relationship belong to somebody else?

Am I learning transferable skills?

Would what I’m learning still be useful if this particular opportunity disappeared?

Does this fit the life I actually want?

This may be the most important question of all.

A business can be profitable and still be completely wrong for the life you’re trying to create.

The Older I Get, the Less Interested I Am in Being Impressed

There was probably a time when a very large income claim would have been enough to get my attention.

Now my reaction is more likely to be:

That’s interesting. But how does it work?

What does the person actually have to do?

How much time does it require?

What happens after the initial excitement?

What is being built?

Who controls it?

What are the risks?

What happens when something changes?

Perhaps that sounds less exciting.

I think it’s simply experience.

After enough years in business, you discover that the boring questions are often the ones that matter most.

It’s easy to become excited about potential income.

It’s harder to become excited about account ownership, backups, portability and contingency plans.

Until you need them.

Then suddenly they’re fascinating.

Why My Recommendations Have Become More Selective

This has also influenced what I’m comfortable recommending on Working With Kirsten.

If I put something in front of another person, I want to be able to explain why I think it’s worth looking at.

That doesn’t mean I can guarantee someone else’s results.

I can’t.

No honest person can.

What works for me may not be right for someone else, and every business opportunity still requires personal judgment and due diligence.

But I can tell you what I’m looking for.

I like opportunities that allow people to begin without pretending they need to become experts overnight.

I value learning practical skills.

I like creating content because the ability to communicate online is useful far beyond one particular program.

I prefer building in a way that gives me greater independence rather than making me unnecessarily reliant on one person.

And after this experience, I pay considerably more attention to what I’m actually building and what remains under my control.

That’s why I created my Picked With Love section in the first place.

It isn’t intended to be a giant catalogue of every opportunity I encounter.

It’s where I share the tools, resources and opportunities that I personally find interesting enough to use, explore or recommend.

And my standards for what belongs there have become stricter.

Not because I’ve become afraid of online business.

Because I’ve become clearer about the kind of online business I want.

The Business I Want to Build in This Chapter of My Life As An Entrepreneur Over 50

At this stage of my life, I don’t want complexity for the sake of complexity.

I don’t want to collect programs.

I don’t want dozens of disconnected income streams simply so I can say I have dozens of income streams.

I want things that work together.

My website.

My content.

My audience.

My recommendations.

My knowledge.

My experience.

My income streams.

And, most importantly, my life outside the computer.

Because the purpose of building more freedom isn’t to spend every waking hour managing the machinery that supposedly created it.

I want to work.

I enjoy working.

I love creating.

But I also want long lunches, beautiful afternoons, time with the people I love, time at home, time outside, time to travel, and days when my computer is not the most interesting thing in the room.

That is why ownership and control matter to me beyond business.

They’re part of lifestyle design.

I want my business to support my life.

I don’t want my life to become permanently responsible for supporting an unnecessarily complicated business.

And sometimes it takes a stressful experience to make that distinction very clear.

Key Takeaways

If you remember nothing else from my Monaco News Daily experience, these are the lessons I hope you’ll take with you.

Paying for something doesn’t automatically mean you control it.
Understand where your important digital assets live and what access you personally have.

Trust is valuable, but trust is not a business continuity plan.
Good relationships and good systems can—and should—exist together.

Delegate work without unnecessarily surrendering ultimate control.
You don’t need to become an expert in everything. You do need the ability to bring in another expert when circumstances change.

Know who holds the keys.
Domains, hosting, administrator accounts, backups, email lists, content and recovery information deserve the same attention you give other valuable assets.

A recommendation should never replace your own judgment.
Someone else’s vetting can be useful, but your money and your business remain your responsibility.

Keep independent backups of things you cannot easily replace.
The more hours of your life something represents, the more seriously you should think about protecting it.

Don’t turn one loss into two.
Deal with a problem appropriately, learn from it, and recognize when continuing to give it your attention is becoming more expensive than moving forward.

Ask what remains if an opportunity disappears.
Income matters, but so do skills, knowledge, content, relationships and experience.

Starting again is not starting from zero.
Everything you’ve learned comes with you.

And perhaps the biggest lesson of all:

Your most valuable asset may be the person who built all the others.

Recommended Readings

If this experience has made you think differently about ownership, independence and the way you protect what you’re building, there are a few books that fit beautifully with the bigger ideas behind this article.

Not all of them are about websites or digital security. In fact, I think the most useful lessons go much deeper than passwords and hosting.

They’re about building something that can survive without depending too heavily on one person, making better decisions with our time and money, and creating a life with more choices.

Who Not How by Dan Sullivan and Dr. Benjamin Hardy

One thing I don’t want anyone to take away from this article is the idea that we should suddenly do everything ourselves.

We shouldn’t.

Who Not How explores the idea that instead of always asking, “How can I do this?” we can often make much more progress by asking, “Who can help me do this?”

That philosophy still makes enormous sense to me.

I couldn’t have recovered Monaco News Daily alone. I needed people who understood things I didn’t understand, and finding the right people made all the difference.

The additional lesson I would add after my recent experience is this:

Find your “Who”—but don’t give your “Who” the only set of keys.

Collaboration and control don’t have to be opposites.

Why I recommend it: This book fits this article perfectly because my lesson wasn’t that we should stop trusting people or try to do everything ourselves. It was that we need to find competent people who can help us while still retaining appropriate control over what belongs to us. The two people who helped save my website proved just how valuable the right “Who” can be.

Essentialism by Greg McKeown

Essentialism is about doing less, but better.

That idea has become increasingly attractive to me as I’ve gotten older.

There is a temptation in online business to keep adding.

Another website.

Another platform.

Another program.

Another opportunity.

Another subscription.

Another income stream.

Another account.

Eventually, you can own so many things that instead of creating freedom, they begin requiring an enormous amount of your life simply to maintain them.

I’m becoming much more interested in identifying what actually matters and protecting those things well.

Sometimes the strongest business isn’t the one with the most moving pieces.

It’s the one where the important pieces are clear.

Why I recommend it: This experience made me realize that protecting your assets isn’t only about passwords and backups. It’s also about becoming much more intentional about what deserves your time, money and attention in the first place. Essentialism fits the direction I’m taking now: fewer unnecessary complications, greater clarity, and more focus on the things that genuinely contribute to my business and my life.

The Psychology of Money by Morgan Housel

This may seem like an unusual recommendation for an article about digital assets, but much of what happened to me ultimately comes back to how we think about risk.

We often recognize financial risk when we can see a number attached to it.

We understand the risk of losing €10,000.

We’re sometimes less aware of risks involving time, dependency, access and opportunity cost.

The Psychology of Money is a wonderful reminder that good financial decisions aren’t simply mathematical. Human behavior, uncertainty, patience and our individual experiences all influence the decisions we make.

And sometimes protecting your future isn’t about making more money.

It’s about avoiding a preventable loss.

Why I recommend it: This book belongs here because one of my biggest realizations was that wealth isn’t only about what we earn. It’s also about what we protect, the risks we avoid, and the choices we preserve. My website experience showed me that poor control over an asset can create a loss of money, time and opportunity—and all three matter when we’re trying to build long-term financial freedom.

My Biggest Takeaway From All Three

Interestingly, these three books approach the subject from completely different directions, yet together they reflect much of what I learned from this experience:

Find good people. Focus on what truly matters. Understand risk. And never confuse creating freedom with creating dependency.

That’s the kind of business—and life—I want to build from here.

Tools & Resources to Help Protect Your Digital Assets

After what happened with Monaco News Daily, I realized that understanding what we need to protect is only half the equation.

We also need practical tools and simple systems that help us maintain access, create independent backups, secure our passwords and retain greater control over the digital assets we’ve spent years building.

You don’t need dozens of complicated tools.

The goal is much simpler:

Make sure one lost password, one inaccessible account, one provider—or one person—can never become the only thing standing between you and something you’ve spent years creating.

Here are several tools and resources worth exploring.

1. Bitwarden — Password Manager

Explore Bitwarden

A good password manager is one of the simplest ways to protect your digital life.

Bitwarden allows you to generate and securely store unique passwords for your hosting, domains, WordPress websites, email accounts, social media platforms and other important services. Your encrypted vault can also be accessed across supported devices.

Why I recommend considering it: This article began, in many ways, with an access problem. I never want the security of an important business asset to depend upon somebody else being the only person who knows how to access it.

The lesson isn’t simply have your passwords.

It’s know where your keys are and protect those keys properly.

2. UpdraftPlus — Independent WordPress Backups

Explore UpdraftPlus

For WordPress websites, UpdraftPlus allows you to back up your website files and database, schedule backups, choose where those backups are stored, and restore a site from a backup. It can send backups to external cloud-storage locations rather than leaving you entirely dependent upon a server-level backup controlled by your host.

Why I recommend considering it: This is perhaps the resource most directly connected to the experience I’ve shared in this article.

Had Monaco News Daily and its images disappeared permanently, I could have lost years of work.

I now believe an important website should have a backup strategy that doesn’t leave you dependent upon one person or one hosting environment.

A backup is your spare set of keys.

3. Google Drive — Cloud Storage for Your Original Assets

Explore Google Drive

A website backup is important, but I also want to think about the things that existed before they were uploaded to my website.

Original photographs.

Graphics.

Articles.

PDFs.

Videos.

Business documents.

Research.

Google Drive provides cloud storage for files and folders that can be accessed from computers and mobile devices.

Why I recommend considering it: Your website shouldn’t have to be the only home for years of creative work.

If something happens to the website, your original assets should still exist somewhere else.

The same applies to social media. Facebook shouldn’t be the only place your photographs exist. YouTube shouldn’t necessarily be the only place your videos exist.

Platforms are wonderful places to publish your assets. They shouldn’t automatically become the only place those assets live.

4. Backblaze — Automatic Computer Backup

Explore Backblaze Computer Backup

Backblaze Computer Backup is another option for protecting the files stored on your computer and connected external drives. Its service automatically backs up data from Mac and Windows computers and includes file version history.

Why I recommend considering it: Think about how much of your business may exist on your computer.

Photographs.

Videos.

Manuscripts.

Graphics.

Tax documents.

Research.

Years of original work.

A hard-drive failure shouldn’t be capable of taking your creative history with it.

This also illustrates something important I’ve learned: redundancy isn’t unnecessary duplication when the thing being duplicated would be extremely difficult to replace.

5. Cloudflare Registrar — Domain Management & Protection

Explore Cloudflare Registrar

Your domain might cost relatively little each year, but after you’ve spent years building a brand around it, its value can be considerably greater than its annual registration fee.

Cloudflare Registrar allows users to register, transfer, renew and manage domains and includes security features such as DNSSEC and WHOIS privacy protection.

Why I recommend considering it: One of the biggest lessons from my Monaco News Daily experience is that you should know exactly where your domain lives, which account controls it and how you can access it.

This is one of those areas where my new question applies perfectly:

Who holds the keys?

Your domain is part of your digital identity. Treat it accordingly.

6. Two-Factor Authentication — Protect the Keys Themselves

This one isn’t a particular product.

It’s a security habit.

Wherever it’s available, consider enabling two-factor authentication on the accounts that would cause the biggest problem if someone else gained access to them.

Your primary email.

Domain registrar.

Hosting.

WordPress administration.

Cloud storage.

Social media.

Financial and payment accounts.

Why I recommend it: Having control of an account isn’t enough if the account itself isn’t properly protected.

Think of your password as the key to the front door and two-factor authentication as another lock behind it.

A few additional seconds when logging in can be a small price to pay for another layer of protection around something you’ve spent years building.

7. Your Digital Asset Emergency File — It Costs Nothing

Not every useful business tool requires another subscription.

This may actually be one of my favorite ideas to come out of this entire experience.

Create a secure map of your digital business.

Record things such as:

  • Where your domains are registered
  • Where your websites are hosted
  • Where your backups are stored
  • Which email addresses control your important accounts
  • Which services are essential to your business
  • Who currently has administrator access
  • Which professionals manage different parts of your business
  • Where your original content and files are stored
  • How important accounts can be recovered

Don’t store sensitive passwords in an unsecured document. Keep credentials appropriately protected—for example, inside a reputable password manager.

Why I recommend it: You shouldn’t have to conduct a detective investigation during an emergency to figure out how your own business works.

If something goes wrong, you want a map.

8. Regular Digital Access Reviews — Another Free Tool

Sometimes the most useful tool is simply a recurring reminder on your calendar.

Every so often, review the accounts that matter most and ask:

Who has access to this?

Over the years, developers, freelancers, assistants, agencies and other professionals may receive legitimate access to your website or other business systems.

But when the project ends, that access isn’t always removed.

Why I recommend it: Protecting your assets isn’t something you do once and forget forever.

Businesses evolve.

People come and go.

Systems change.

A simple periodic review can help make sure that the people who can access your important assets are still the people who actually need that access.

9. My Personal Vault of How I’m Making Money as an Entrepreneur Over 50

Explore Picked With Love

Protecting what you’ve already built is important. But this experience taught me something else just as valuable:

Be intentional about what you build next.

That’s one of the reasons I created Working With Kirsten Picked With Love—my personal vault of the books, tools, resources and opportunities I genuinely use, trust, or believe are worth sharing with friends and family.

Over the years, I’ve discovered resources that have helped me build my knowledge, improve my financial habits, learn new skills and create additional income streams. But I’m not interested in recommending everything that comes my way.

I believe in quality over quantity.

Why Picked With Love Matters Even More to Me Now

The experience I’ve shared in this article has changed the way I evaluate opportunities.

Today, before investing my time or money, I ask:

  • Does this help me become more independent?
  • Am I learning skills I can take with me?
  • Am I building something of my own?
  • Do I understand what I control?
  • If this opportunity disappeared tomorrow, would I still have gained something valuable?
  • Is this helping me create greater freedom—or simply another dependency?

Those questions now influence both what I choose for myself and what I recommend to others.

On my Picked With Love page, you’ll find the resources and opportunities I believe are worth exploring for building financial freedom, developing useful skills, creating additional income streams and designing a life with more choice and purpose.

My philosophy is simple:

Quality over quantity.
Ownership over unnecessary dependency.
Skills you can take with you.
Income streams that support your life.
And assets you can actually keep.

Because protecting your future isn’t only about knowing who holds the keys to what you’ve already built.

It’s also about being much more careful about who gets the keys to what you build next.

working with kirsten

My New Rule for Choosing Business Tools

After everything I’ve experienced, I’m no longer impressed by a tool simply because it promises to make everything done for you.

I still love convenience.

I still want automation.

And I certainly don’t want to do every technical task myself.

But now I ask better questions:

What do I control?

What can I export?

What can I back up?

Can I leave?

Can I take what I’ve created with me?

If this service disappeared tomorrow, what would I still have?

A good tool should make my business easier without quietly making me unnecessarily dependent upon it.

Convenience is wonderful. Convenience with control is even better.

And that’s becoming one of the standards I use when deciding which tools, services and business opportunities deserve a place in my life.

Related Articles You May Enjoy

If you found this guide helpful, here are a few more articles that will help you continue building financial freedom after 50:

I’ll continue updating as the Working With Kirsten library grows, so be sure to check back often.

Frequently Asked Questions

What does it mean to own and control a digital asset?

Digital ownership can involve different legal and contractual rights depending on the asset or service. From a practical business perspective, however, I want to know where an asset is stored, how I access it, who else has access, and whether I can retrieve, back up or move it if circumstances change.

Paying for something and having practical control over it aren’t always the same thing—which was one of the biggest lessons I learned from this experience.

What digital assets should an online entrepreneur protect?

Start with anything that would be difficult, expensive or time-consuming to replace.

That may include your domain names, websites, hosting accounts, email lists, original photographs and videos, written content, databases, backups, social media accounts, payment accounts and other important business files.

You don’t need to manage everything personally. The goal is to understand what you have, where it lives and how you can access it.

Should I control my own website hosting?

For an important website, I now prefer an arrangement where I understand the hosting relationship and have the access necessary to protect or move my site.

That doesn’t mean I need to become a hosting expert or manage the server myself. I can still hire a developer or specialist to handle the technical work.

The distinction is important:

Delegate the work without unnecessarily surrendering control of the asset.

Should a web developer have access to my website and passwords?

A developer may legitimately need access to your website, hosting or other systems to perform their work.

The important question isn’t whether they should have access. It’s whether they become the only person standing between you and something you own.

Maintain your own appropriate administrator and recovery access, understand what permissions you’ve granted, and remove access when it is no longer required.

What should I back up in my online business?

Prioritize anything you couldn’t easily recreate.

That includes website files and databases, original photographs, videos, articles, graphics, important documents and other unique creative assets.

For platforms such as email marketing services, understand what information can be exported and how you would retrieve it if you ever decided—or needed—to move.

A useful question is:

If this disappeared tomorrow, what would I wish I had saved today?

What should I do if someone else currently controls an important business asset?

Don’t automatically assume there’s a problem. First, understand the arrangement.

Find out where the asset is stored, what access you currently have, what can be backed up or exported, and what would be required to move it.

If you discover an unnecessary dependency, make a sensible plan to correct it before an emergency forces you to.

That’s one of the biggest things I wish I had done sooner.

How can entrepreneurs over 50 protect their online businesses without becoming overwhelmed?

Start with your most valuable assets rather than trying to secure your entire digital life in one afternoon.

Check your domain.

Confirm your hosting access.

Make sure your website is backed up.

Secure your important accounts.

Review who has administrator access.

Keep copies of irreplaceable original content.

Then periodically review those systems, particularly when you change developers, assistants, hosting providers or other important services.

The purpose isn’t to become frightened or suspicious of everyone you work with.

It’s the opposite.

Good systems allow you to trust, delegate and get on with your life—while still knowing where your keys are.

Final Thoughts: Who Holds Your Keys?

When I think back to the moment I found that message in my spam folder, what strikes me most is how ordinary the day had been until then.

I wasn’t expecting a business crisis.

I wasn’t preparing for a website migration.

I wasn’t reviewing my digital assets.

I was simply looking for something else.

One accidental glance in the right place changed the next several days and ultimately changed the way I think about my business.

Thankfully, Monaco News Daily survived.

The website was recovered.

The images I was so worried about losing were saved.

It was moved to hosting that I now control.

From the outside, the ending probably looks rather uneventful.

A website moved from one server to another.

But for me, it represented something much bigger.

I got my keys back.

And perhaps more importantly, I learned that I should never have to wait for an emergency to find out where those keys are.

So before you leave this article, I would encourage you to do one small thing.

Choose the most important digital asset in your business.

Maybe it’s your website.

Maybe it’s your domain.

Maybe it’s your email list.

Maybe it’s your YouTube channel, your content library or something completely different.

And ask yourself:

Who holds the keys?

Can you access it?

Can you recover it?

Can you back it up?

Can you move it?

Could your business continue if the person currently helping you disappeared tomorrow?

If the answers make you uncomfortable, that’s not a reason to panic.

It’s simply information you didn’t have yesterday.

And information gives you the opportunity to change something while there is still plenty of time.

I don’t regret trusting people.

I don’t intend to stop hiring people.

And I certainly don’t plan to spend the rest of my life expecting everything to go wrong.

What I will do is build differently.

I’ll trust people while keeping good systems.

I’ll delegate while understanding what I own.

I’ll continue exploring opportunities while asking better questions.

And I’ll protect the things I’ve spent years creating with the same care I would give any other valuable asset.

Because the lesson I learned the hard way is remarkably simple:

You don’t really own it if someone else can lock you out of it.

But there is an even more important lesson underneath that one.

Websites can disappear.

Businesses can change.

Money can be lost.

Platforms can come and go.

People can disappoint us.

Plans can fail.

But the experience, creativity, knowledge and determination that allowed you to build something once can help you build something again.

Protect your assets. But never forget that you are one of them.

Continue Your Journey As An Entrepreneur Over 50

If you’re building financial freedom after 50, I’d love to continue encouraging you on your journey.

Every week, I share practical ideas about personal finance, wealth building, ethical online business, entrepreneurship after 50, mindset, intentional living, and creating a lifestyle with greater freedom and purpose. I also take you behind the scenes as I continue building Working With Kirsten from our home in the South of France—including the successes, the mistakes, and lessons like the one I’ve shared in this article.

Because ultimately, financial freedom isn’t just about having more money.

It’s also about having more control over what you’ve worked so hard to build.

More confidence knowing where your digital assets live.

More freedom to change providers, platforms or direction when something no longer works for you.

More independence from any one person or company.

More control over your time, income and future.

And more peace of mind knowing that the business you’re building is actually supporting the life you want to live.

Whether you’re just beginning your entrepreneurial journey or you’ve been building online for years, my goal is simple: to help you create greater financial freedom while learning from both my successes and my mistakes.

Because after everything this experience taught me, one principle will stay with me:

Build your income. Protect your assets. Keep your keys. And create a life with more choices. 💗

Join my newsletter and let’s continue building your future together.

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Join the Conversation

One of the things I enjoy most about writing these articles is hearing from readers who are building businesses, protecting what they’ve created, and creating their own version of financial freedom after 50.

Now I’d love to hear from you.

Do you really know who holds the keys to the digital assets you’ve built?

Have you ever discovered that a website, domain, account, email list, or other business asset you thought you controlled was actually dependent on someone else?

Perhaps this article has made you realize there is a password you need to locate, a backup you should create, an old administrator you should remove, or an account you want to bring under your own control.

Or maybe you’ve had a difficult business experience that taught you, as mine did, to ask better questions about ownership, access, trust and dependency.

Share your thoughts or experiences in the comments below. Your story might be exactly what another entrepreneur needs to hear before they discover the same lesson the hard way.

And if you found this article helpful, I’d be grateful if you shared it with a friend, fellow entrepreneur, or family member who is building something online.

Because perhaps we should become just as careful about who holds the keys to our digital assets as we are about who holds the keys to our home.

Protect what you build. Know what you control. And never forget that your experience, creativity and ability to build again are assets nobody can lock you out of.

Thank you for being part of the Working With Kirsten community. I’m so glad you’re here, and I look forward to reading your comments! 💗

Let’s Stay Connected

If you enjoyed this article and would like more inspiration on creating financial freedom, building an intentional business, protecting your time, and designing a life you love after 50, I’d love to connect with you beyond the blog.

You can find me here:

💗 Website: Working With Kirsten
📧 Newsletter: Working With Kirsten Newsletter
📺 YouTube: Working With Kirsten on YouTube
📘 Facebook: Kirsten on Facebook
📸 Instagram: Working With Kirsten on Instagram
📌 Pinterest: Working With Kirsten on Pinterest
𝕏 X (Twitter): Working With Kirsten on X

Thank you for being part of the Working With Kirsten community. I truly appreciate every visit, every comment, and every conversation we share. 💗

Disclaimer

This article is based on my personal experience, recollection, correspondence and opinions and is shared for general educational and informational purposes. It should not be interpreted as legal, financial, cybersecurity or professional advice. Digital ownership, hosting arrangements and access rights can vary depending on contracts, providers and individual circumstances, so seek appropriate professional advice where necessary.

Some links on Working With Kirsten may be affiliate links. If you choose to purchase through one of these links, I may receive a commission at no additional cost to you. I only share resources and opportunities that I believe may be useful to my readers, but no business opportunity or income method can guarantee results. Always conduct your own research and due diligence before spending money or making a business decision.

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working with kirsten
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Hi, I’m Kirsten!

I started Working with Kirsten to share my journey of rebuilding from burnout, scams, and setbacks — and to help others create purpose-driven income online.

Over the years, I’ve explored nearly every online business model you can think of — eBay, Amazon, Kindle publishing, Etsy, eCommerce — chasing freedom, creativity, and stability. Some of it worked. Some of it didn’t. I eventually burned out hard after losing my Kindle account, and later, I hit rock bottom when I was caught in one of the biggest affiliate scams of 2024, losing over $14,000 in unpaid earnings.

That moment nearly ended everything.

But instead of giving up, I used what I’d learned to rebuild. I found my mentor, tapped back into my creative energy, and started building a business that actually felt good to run — not just profitable, but meaningful.

That’s how Working with Kirsten and my philosophy of Helponomics were born — the idea that by helping others first, success naturally follows.

Today, I’m a digital creator and affiliate marketer focused on ethical partnerships, aligned offers, and creating income that’s both sustainable and soul-led.

Whether you’re just starting out or starting over, I’m here to show you that you don’t need to hustle yourself into exhaustion or fall for the hype. You can build a business with purpose, resilience, and heart — and I’d love to help guide you every step of the way.