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What I learned from 56 $250k+ businesses

For the past 6 months, I've been creating deep dives on how bootstrapped businesses grow from $0 to $250k. While I started noticing patterns, I wanted data to validate these gut feelings.

So I spent months digging deeper - analyzing my deep dives, listening to podcasts with bootstrapped founders, and studying "build in public" posts. The result? Research on 64 founders (56 businesses) that reveals who they are, what they built, and exactly how they built it.

I've compiled all the findings into the comprehensive Bootstrapped Report that you can download here

Here are some key takeaways:

Experience Matters

There's a lot of hype around college students launching startups from their dorm rooms. But data shows these stories are the exception, not the rule. Harvard Business School found that the average age of a successful startup founder is 45 years old.

In my research of bootstrapped founders, the average experience before reaching success was 8.4 years - putting them around age 32. This younger age actually aligns with Harvard's findings when you consider the context.

The Harvard study included founders who built high-tech businesses requiring deep expertise and significant capital. Many of these founders might not finish their education until their early 30s. In contrast, bootstrapped founders tend to build different types of businesses - you're unlikely to find a bootstrapped biotech company, for instance.

This naturally leads bootstrapped founders to skew younger than venture-backed counterparts. The capital-intensive businesses that typically require more experienced founders simply aren't represented in the bootstrapped world.

You Can Build a Bootstrapped Business Anywhere

99% of businesses are bootstrapped, so perhaps this shouldn't come as a surprise: you don't need to be in a tech hub to build a $250k+ bootstrapped business.

While being in a densely populated area can help your odds by providing more potential customers, it's far from necessary. The data shows successful bootstrapped businesses being built everywhere from small towns to major cities, across multiple continents.

For international founders in the study, many operated remotely and all did business in the United States to some degree. But their physical location didn't hold them back from reaching significant revenue.

Of course, your location requirements do depend on your business type. If you're building a physical retail location like some founders in this report, you can't set up shop in the middle of nowhere and expect to hit $250k in revenue. But for businesses leveraging online growth strategies? Location becomes much less relevant.

It Takes Time to Build Up to $250k in Annual Revenue

The average time it took for bootstrapped founders to go from zero to $250k in annual revenue? 2.6 years.

When you see founders going viral on social media and seemingly hitting huge revenue numbers overnight, remember - these are exceptions, not the rule. Sustainable growth typically takes time.

Service-based businesses in particular tend to have a longer path to $250k. For these founders, the average time to reach this milestone was 3 years.

Growth Strategies for Bootstrapped Success

After analyzing hundreds of tactics these founders used, I discovered they all fell into just 10 distinct growth strategies:

  1. Relationships
  2. Teaching
  3. Events
  4. Media
  5. SEO
  6. Social Media
  7. Cold Outreach
  8. Communities
  9. Ads
  10. Product Led

While I go much deeper in the full report, here's a fascinating insight: the strategies you choose significantly impact how quickly you reach $250k. For instance:

  • Founders primarily relying on relationships took 2.9 years on average
  • Those leveraging communities and media reached it in just 1.8 years

The key difference? Borrowing audiences. Founders who found ways to tap into existing communities and media outlets reached their revenue goals faster than those building purely through individual relationships.

Want the complete breakdown of all 10 growth strategies and detailed analysis of what works best? Download the full Bootstrapped Report here.

on January 21, 2025
  1. 3

    In your report, do you dig into how many founders started and failed? And what growth strategies they were attempting to use? I've built quite a few software products and have seen the ups and downs of trying different growth strategies, but never really getting to product market fit; which is the key. So many try to grow before they reach product market fit. I think the question is not how to go from $0 to $250k ARR, but how to go from $0 to $10k ARR and then to $250k ARR using growth strategies.

    1. 1

      That’s a good question. I’d have to dig in a little deeper but off the top of my head, it was more tactics not working rather than the strategy themselves. They would just pivot within the strategy.

      I do know trying to use influencers to share their product out of the gate was attempted a few times but didn’t work for a few.

      I will say - it was very clear messaging for those that hit $250k. There was never any doubt to what they do or offer people. You gotta nail the elevator pitch or what you’re known for (product market fit showing here) before these strategies have real traction.

  2. 2

    It's really nice!
    I'm looking for some dev who want to build an app to become millionaires :)

  3. 1

    Thank you for sharing these comprehensive insights. As someone in the early stages of building a SaaS product, Pixel Pen, aimed at streamlining content creation for bloggers and affiliate marketers, I find this information incredibly valuable. Were there any common challenges these businesses faced during their initial growth phases?

  4. 1

    Really insightful! Loved the data-backed approach, especially the part on growth strategies. Great work!

  5. 1

    Cool findings! I can totally agree on leveraging relationships.

    People tend to help you if you take the time to develop a relationship with them. Also it's a shortcut to use some of their influence/audience to show your product.

    For me this is what's been working more than all the other strategies.

    1. 1

      Agreed 100%! Glad to hear that's been working for you too!

  6. 1

    Very interesting insight! As entrepreneurs, we often get inspired by the exceptional growth stories of some founders. However, it's important to remember that these are exceptions, not the rule. Mistaking these rare cases as the standard can be a risky mindset. Instead of chasing exceptions, we should focus on following the actual processes and showing patience in building a business the right way

    1. 1

      Definitely more of a marathon than a sprint!

  7. 1

    Thanks for sharing these valuable insights from your research! It's surprising to see how experience and location impact the win of bootstrapping a business.
    I particularly resonate with the finding that it takes time to reach significant revenue—building a good product is a long run, and building a sustainable business is a marathon, not a sprint.
    Looking forward to diving into the full report!

    1. 1

      Appreciate the feedback! Definitely is a marathon, not a sprint! I was a bit surprised by years of experience too!

      1. 1

        Yeah, a long way to run :)
        Regarding communities, I’m particularly interested in the role of communities in growing growth. I’d appreciate it if you could share your approaches to building and leveraging communities effectively.

        1. 1

          I'll do some thinking about this one! This might be a longer piece.

          Generally, hanging out in digital and in person communities is the theme. Indie Hackers is a great example :) Hacker News, Paid Communities, or even Groups of people trying to build similar things was helpful since they would give advice and also make intros, enhance reach of things, etc.

  8. 1

    But still, the earliest we start, the more experience we will accumulate. Right?

    1. 1

      For sure. It was pretty common for the founders to do something entrepreneurial in college if they went. It probably didn’t come close to $250k in revenue though. It was usually the 2nd or 3rd business that would hit that mark sustainably.

  9. 1

    The term borrowing audiences sold me, and it's enough to download this report. Thank you, Matthew!

    1. 1

      Glad to hear that resonated!

  10. 1

    I love seeing relationships, borrowing audiences, communities on this list. They are also the most transferrable if you sell or move on to another business. Great report Matt!

  11. 1

    Your last point is the most impactful to me:

    "The key difference? Borrowing audiences. Founders who found ways to tap into existing communities and media outlets reached their revenue goals faster than those building purely through individual relationships."

    1. 1

      I was surprised how much of an impact it made!

  12. 1

    Love the focus of your work - $250k is such a clear milestone (and feels so doable)!

  13. 1

    That 2.6 years stat is unexpected! Thanks for such a detailed report, really useful.

    1. 1

      Appreciate it. I was a little surprised too :)

  14. 1

    Love that you're identifying borrowed audiences as a key success factor for scaling

    1. 1

      It definitely feels like a theme!

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