Category: SaaS

  • The bootstrapped founder’s guide to selling your company

    The bootstrapped founder’s guide to selling your company

    There comes a time in the life of most successful software businesses when the opportunity to sell the business becomes available. This is especially true for income generating, subscription SaaS businesses, which are a prime investment for various acquirers. 2 years ago I started receiving inbound inquiries from various investors asking about a potential acquisition.…

  • The Best Marketing Channels For B2B SaaS (w/o Sales or Ads)

    The Best Marketing Channels For B2B SaaS (w/o Sales or Ads)

    When I started Gymdesk in 2016 as a solo founder, I had high confidence I could ship a working product, but much less confidence in my ability to generate traction and revenue from it – i.e, marketing. Over the past 8+ years I had to learn how to generate leads and convert them to paying…

  • Bootstrapping Vs Venture Capital

    Bootstrapping Vs Venture Capital

    For over a decade, I’ve started multiple companies that optimized towards raising venture capital. I was following the narrative Silicon-Valley and the tech media have been pushing for ever – that the path to building a successful tech companies goes through raising venture capital from “smart” and “value-add” investors. The first company didn’t go much…

  • How to fire yourself as a founder

    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…

  • Building A Fitness Tech Company During COVID

    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…

  • Bootstrapping to Profitability, the story of a B2B SaaS founder

    Bootstrapping to Profitability, the story of a B2B SaaS founder

    When I started building Gymdesk at the end of 2015, I had no idea how long it would take for it to be profitable enough that I could live from it full time. At previous companies and roles I had primarily been the technical founder / lead, focused mostly on building the product and underlying…