Category: Startups
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Your company is not “venture scale”, and why you shouldn’t raise VC funding
When most founders think about launching a startup, raising venture capital is the first hurdle they believe is necessary for building a successful company, rather than a “lifestyle” business. Media headlines, startup success stories, and influencer chatter often make it feel like fundraising is the key progress indicator of successful tech companies until those go…
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Is Joining a B2B SaaS Accelerator Right for You?
There are almost too many paths founders can take nowadays to help build their startup – from completely bootstrapping (indie hacking), to raising venture capital to startups accelerators and incubators, and mentoring programs and anything in between. In this article I’d like to make sense of how those different paths differ and the tradeoffs of…
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From LOI to close – Navigating the sale process
Everything I learned going through an 8-figure business sale – from LOI, to due-diligence, legal documents and closing.
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Bootstrapping Vs VC Funding – Pros & Cons
From 2010 to 2024 I started 2 companies – one was VC backed marketplace startup, which raised a seed round but ended up fading away after running out of money, and the other a bootstrapped B2B SaaS which I grew to 7 figures in ARR and an 8 figure exit without VC funding. In this…
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How to fire yourself as a founder
In my previous post I wrote about the process I went through growing Gymdesk from a one-person operation to a company with over 10 FTE at that point in time. One of the least expected outcomes of this process was that hiring more people did not reduce the amount of work I needed to do…
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Building A Fitness Tech Company During COVID
In my previous article I stopped just before things got interesting. Gymdesk (then Martial Arts on Rails) had reached $12k in MRR in the middle of 2019, then remained stagnant for the rest of the year. $12k / month was enough for me to quit my full time job and dedicate my full attention to…
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Startup Postmortem: Binpress
For over 5 years, my life revolved around growing my previous company, Binpress. In the months since we found a buyer for it, I’ve had some time to think about why it failed. Now that we’ve sold the company, I wanted to reflect on the journey my co-founder and I had with the company, from…
