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Comment by steffoz

1 day ago

> I think you're leaving a lot of money on the table

100% agree. Also, I'm completely fine with it. Money is not the end goal to me.

> you’re adding existential risk to the business with your current strategy.

There's risk in any strategy. The VC playbook of "grow quickly" carries its own dangers: product enshittification, cultural rot, jeopardizing the very thing that made the business work in the first place...

> I’ve noticed over the years that as a general rule some European founders proudly care less about growth than American ones

I don't know if it's a Europe/America cultural difference. Probably, to some extent. We do care a lot about how we spend our lives outside of business. There’s a whole world beyond work that’s worth protecting :)

> If any mid-size company with functional distribution and tech wanted to take your business away, they could.

But why would they? For a "mere" €6.5M/year? We can optimize for the niche that the big players aren't even interested in. Being small and "ignorable" is its own form of defense.

> "in software it's grow or die."

I’m fine with this framing too, honestly. If this business ever runs its course, we have enough runway, experience, and optionality to start something new. There’s no inherent value to me in making a piece of software last for centuries.

What does matter is having a clear and fair exit plan for customers when that moment eventually comes.

> I hope you are writing the 20 year retrospective happily in 10 years from now

We'll see! :) Thanks for a genuinely thoughtful reply — I can tell where you're coming from. These are doubts I've wrestled with for years, and still do. I just keep landing in the same place (for now!).

Fellow bootstrapped founder for 8 years here, and I love and agree with your responses here.

Having previously existed in the VC-backed startup world, one thing I don't miss is the belief that its the _only_ rational way to run a business. In reality there are a lot of dangers to that approach, like you pointed out.

VCs _need_ promising businesses to join their portfolio, so they'll always be trying to convince you to raise money and have a tiny shot at making it big. If you fail, well, you're just one business in their portfolio, another one will pick up the loss. But it's the _only_ company you have, so you are doing the right thing by growing sustainably.

There's something extremely freeing about running a bootstrapped business and knowing you don't _need_ anyone to keep it running. Cheers to the next 10 years for you and your team.

  • BTW, I completely agree with this. VC economics create misalignment with founders as a matter of economics -- sometimes that's good, sometimes it's bad, but it's incredibly important for a founder to understand. I usually tell younger investors and entrepreneurs that they should think long and hard on the research that says a seed stage fund needs ~50 portfolio companies to get past random bad luck; it has implications for how you manage a fund, and how you think about founding one of those 50 companies both.

All points well taken for sure. I especially like 'too small to trigger anyone' as an appealing defensive strategy. But I'm not sure you're too small to matter, even now. Hopefully that's received as good news :)

As a thought experiment, I just googled up small Italian tech companies that are publicly traded, and found, for example, DHH - an Italian hosting and content services company trading on Borsa Italiana (Growth I presume, it's a very small company) - earnings of 3.7m euros right now on a slow growing ~30m+ in revenue, market cap of 110m or so as far as I can tell. Were they to add 3.5m in net income to their company, their market cap would likely push to 150+m -- they'd have doubled their earnings. So, it might be worth 50+mm to them (or quite possibly a lot more if they could pair that with some growth and more exploitative margins) to pick this niche up.

To be clear, I wasn't pushing you toward a hyper growth strategy; it wouldn't suit you, and I think the CMS market probably isn't suitable in any event, even if you wanted to.

But, maybe a way to think of it is this, while there is risk in any strategy, it's worth minimizing the risks of any chosen strategy as part of your responsibility to your stakeholders (employees, family, shareholders, customers, self -- choose your preferred order).

In this case, if I were on your board, knowing the infinitely small amount I do about you guys, I'd probably suggest you at least have a structured growth plan in place -- that is, have growth targets, understand how to drive them, and assess success as you go. Nothing about that implies accidental enshittification or cultural rot; just managing this aspect of your business as well. If you haven't been doing that so far, when/if you need these skills, you'll be glad you have them. In the interim exercising them gets you more control of your destiny, whether that's aimed at getting everybody more time off for things that matter or cash or hitting the next 'stable' size of organization -- it's more that the tool is a useful one to develop.

As far as deciding what to do - always the founder's curse/blessing! I'm on the side of developing as much of a toolbox as possible, it just adds optionality. Keep it up!