Have an internet fist-bump from a fellow successful bootstrapper; this is the way, and you're calling it out!
As soon as you take in money, the businesses at some level, ceases to be yours. The only flaw is that with bootstrapping and one step at a time, it is more difficult to reach the unicorn-level, but as long as you are fairly successful and don't have infinite cravings and desires in terms of the life you want to live, the bootstrapping way is _the_ way.
This is why I trust software made by people who come from that industry or have some background. I’ve seen too many startups where the founders are fresh out of college and have never worked in that niche and have never been in the shoes of the people they are trying to sell to. To me, that just means they are trying to get big and get acquired, I’m just a means to that end.
Aiming for the middle ground: reasonable growth, good financial strategies based on unit cost profitability and a very tight hand on the purse will get you a solid business that can serve as the jump off point for many other things on top of giving the founders a much better shot at financial independence. This is all a variation on the risk/reward theme.
https://www.startuphacks.vc/blog/founders-guide-to-secondary...
I know plenty of founders that gave it all and then some (including their health, their family relationships and in some cases their lives) and that ended up worse than the shape they were in when they started. So yes, you hear a lot of stories about secondary stock sales and so on but those are the exceptions and very much not the norm. That's just survivorship bias.
Most businesses of all sizes, shapes, and forms fail within 10 years.
In a solo-bootstrapped business you don't need a few million (USD or EUR) in revenue to run a successful business and live a really good life. In fact, depending on where you mostly live, much less than a single million might be plenty.
I'm looking for the other stories of small teams scaling big. I'm basically separating side-hustles and solopreneurs as freelancers from a more sustainable business. Revenue is a cutoff as a way to differentiate, but doesn't have to be the only one.
For sure however, a team of 5 doing $20M implies something significant is happening at scale versus a solopreneur making what would otherwise be salary-replacement level money. Nothing wrong with that, of course, I love solopreneurship. Just trying to find those other stories, which are much harder to find.
PS: This is not for lack of trying to raise VC, but the trying was not nearly on the level needed to actually raise it. Jeff Bezos and Reid Hoffman tried much harder to raise, with far, far less built. Part of me wishes I had done that. I'm open to advice as to how to raise properly, should it be a Seed round or Series A at this point, and how to get meetings with the VCs and herd the cats in a way that will actually be successful. For reference, I'm based in NYC.
PPS: I've had a lot more success and fun raising from angels (who make their own decisions about their own money) and remain open to it. Especially people who are aligned with what we're doing. I've found much of the VC signaling to be disingenuous (e.g. "we love funding startups who do X" actually means "we want dealflow and orbiters to get into rounds with large well-known VCs"). But maybe that's just my bias because I didn't pursue fundraising diligently enough.
10 years is long and if we take the revenues as linearly changing over time and the costs growing roughly linear along with it then years two and three must have been quite difficult, expectations need to be met but the money wasn't really there yet. But now there is.
Fellow bootstrapper here, roughly in your ballpark - €4M+ revenue, team of 18, bootstrapped for 12 years.
Only bootstrappers understand the bootstrap hustle ;) But what an amazing business you have built there - be proud, you deserve it.
Let me share a personal founder story if I may: after 12 years of building the company, I decided to step down as CEO, moved on and spent the last 6 months working on different projects, learned A LOT about AI coding, went to Iceland, Texas. Had a great time. Yet after only 6 months I experienced the strongest "pull" you can imagine, back to my bootstrapped company of 12 years. And here I am - December has been an amazing time, getting back to work. And next year we have ambitious plans ahead!
mind at least naming what to look out for when evaluating PaaSes?
isn't it sensitive to disclose this kind of info when you don't have to? are you worried about your employees all demanding raises when they see this?
Turning 10, you might want to stop ditching WordPress for being 15 on your homepage though ;)
Your customers demand blazing-fast digital products, web standards are evolving at the speed of light, yet you rely on 15-years-old solutions like WordPress that force you to deliver heavy, low-quality user experiences.
Our industry focuses so much on venture-backed startups (many of which are unprofitable) that would lose sight of one important goal when starting a business - be profitable!
One thing I am confused on that is tangential to the main topic: What does this (SAAS?) service do? It looks like it might be a middle ground between Heroku and Wordpress? A GUI website builder of some sort with an integrated database, and tool for editing articles or other content with a web UI?
Huge companies use it to centralise marketing copy and media.
It's been rock solid for us.
Anyway, if I had my shot again, I'm not saying I'd renounce funding. Bootstrapping for a short period to figure things out is great, but funding also creates opportunities where an immediate business model is not clear. Opportunities exist for different approaches. Again not an advocate for the VC funding, but I'd taken even $500k these days to get something up and running as the cost of capital is basically nothing aka YC.
Absolutely! There are some problems that can only be tackled with some serious funding. There are people who enjoy the go-go-go attitude of VC-based startups so much. I'm not against VC funding per se. It's just important to recognize that it's not the only path and that there's nothing wrong if that route isn't for you, for any reason. You can be successful in other ways.
For a laugh, here is our founder chat from this weekend:
GB: https://www.linkedin.com/posts/englishpaulm_just-heard-from-...
CB: I'm glad we don't have to deal with that shit.:hankey:
EE: arg. yeah. I think about the funding route at times, but then see threads like this, and it’s a lot of yuck.
GB: Terrible. They did invest, but they just squeezed the founder out.
CB: How is the new vacation home?
i have not read the history of this project but i would consider this as pure luck and nothing more(sadly). nothing wrong with that, but understand that this is a unicorn(not as in 1B company but as someone who was able to make profit).
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Ah, here it is:
> DatoCMS started in 2015 as an internal tool for our italian web agency.
Yeah, almost every agency used to have its own system back then, before drupal, wordpress and other CMSs were more popular.
This is at least a little disingenuous (or ill-thought-out), when you account for the fact the company is a spin-off/subsidiary of a large & successful Italian agency. While I'm certain these things helped keep the business sustainable, the fact of the matter is that the company was still incubated rather than bootstrapped. The only real difference is that it was incubated by its parent company, rather than by the VC industry.
Especially with the migration to k8s. K8s is much more complex than Heroku, some even say it requires an entire infra engineering team to manage.
Regarding k8s: EKS is a very different beast compared to managing your own cluster in terms of complexity. We invested months into understanding a lot, yes, but then the day-to-day operations are not that heavy. At least, that's our opinion after 6 months; we'll see!
The biggest problem is that most of the popular tools are built for the target audience of "dedicated infra team", when in reality most k8s users don't really have that.
Replicating this success would be impossible for me because I wouldn’t understand that there are people out there with this need, and how to find them.
Not that I need to replicate it. It would be cool to have that cashflow. But the chances of getting it are slim.
Just trying to sit down and come up with a successful business is really hard. The few friends I have who have made it are engineers who left a company to do something related to what they already did. I even had a few who took funding and sold to the company they left.
What is your industry/profession? The best way I've found to find problems worth solving, is working literally anywhere else than "software development shops". Basically any profession/workplace out there is filled with various inefficiencies, but you cannot ask people to point it out themselves, you have to be there and experience it yourself to actually fully understand what the problem is and what a correct/good solution actually looks like. Otherwise you end up with the typical "faster horse" problem-solving.
Once you're there, with the mindset of improving things, you start noticing a ton of areas things could be improved. Then just use your best judgement and start thinking why/how/when.
Thankfully, the work you have done (along with your competitors) in making headless CMS's viable not just for devs but also for content maintainers has made CMS work far more enjoyable.
It's awesome that you not only built out the dream most agency devs have, but made a successful business out of it at the same time.
Would you agree (bias aside, being a CMS provider now) that in 2025 it's probably _less_ advisable to try to build your own bespoke commercial CMS product?
It feels like the CMS market is pretty crowded now, with lots of modern, high-quality open source and commercial products.
I don't know, I feel like it's crowded with options but no options are high-quality and ready to be used commercially. Things like Strapi gets somewhat close, but then fucks up the operational parts by being complex to handle with multiple environments, bad history tracking and much else. So the space of "high quality production-ready open-source CMS" is less crowded than you think, particularly if you aim for a specific niche.
The commercial/SaaS side specifically is quite crowded now, with lots of good options for businesses of all sizes.
I feel the same way. Distribution avenues are shrinking with AI. Earlier, you could rely on search engines to send people with specialized needs by targeting adjacent interests. That is no longer true. With AI, it is difficult to get placement in content if you are new or if you do not already have a lot of proof in whatever they consider an authoritative source.
I’m a former VC, and a former CMS company founder (late 1990s for the CMS side, competing with Genuity for instance), and I’m impressed at your margins and success delivering CMS tools, but I think you’re leaving a lot of money on the table and although you don’t realize it, you’re adding existential risk to the business with your current strategy.
Consider this a gentle nudge to think about growing more quickly - I’d propose to you that you’ve misunderstood the rule of 40 - or a useful way to interpret it - in your case, I think it tells you that you have room to spend more on marketing, and thus grow more quickly. You’re clearly happy with high margins and cashflow - don’t ever change! But, unless you’ve tapped out your market (I do not believe this is true for CMS worldwide for a company with 6.5m in revenue) then you have more growth you could achieve by spending some of that profit.
Should you care about this? I’ve noticed over the years that as a general rule some European founders proudly care less about growth than American ones, so clearly there is some default cultural difference here. In this case, though, I think the American values build more successful companies, and I think you should care about growth more than your blog post says you do.
The simple reason is this - you’re tiny. You’ve probably spent no more than 30mm EUR on product development over the life of the company. If any mid-size company with functional distribution and tech wanted to take your business away, they could. Because of how open you are, they could probably do it for even less - much of the value of the thought and engineering and architectural work you’ve done is published with your APIs, developer tools, and so on. This is real existential risk to your business - different than not being able to make payroll, but one that might well hit you on a random Tuesday and not be easily solvable without a major change and possibly outside help (e.g. investment or a buyer)
Years ago, I pitched the idea of my own CMS company staying small to 90s era billionaire Ed McVaney, founder of JD Edwards; one of the first successful ERP companies (sold to Peoplesoft then Oracle) - he told me “in software it’s grow or die.” I think this is generally true. I ultimately sold my portion of that company and it morphed into an agency, where it seems to have cheerfully stayed small and sustainable by layering on services - much worse economic model than you currently have.
Anyway, I hope you are writing the 20 year retrospective happily in 10 years from now; if you are, I think you will have needed to successfully grow into a more defensible market position - don’t put it off. It’ll remove another layer of risk, and make you more money in the bargain!
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!).
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.
Then it's all self-congratulatory, with overemphasis that I find lacking taste. Just my personal opinion...
I'd rather know a supplier is healthy than scraping by. I just got an email from one of mine saying that they aren't doing great, so please buy as much as possible before the holidays? I'm now making sure I'm not overly dependent on them for anything, which I'd rather not spend time doing if I didn't need to.