Bootstrapping From 0 to Exit
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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,…
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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…
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The Guide To Bootstrap Funding
Money is tight in the early stages when bootstrapping, before there’s any significant revenue in the company. Once you reach around $1M in ARR, you start to experience what I call the “SaaS escape…
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My Product Ideation Framework For B2B SaaS
A common question I get from aspiring founders, is how to find and then validate product ideas for new B2B SaaS products. Over many such calls, I started to flesh out a mental model…
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How I Bootstrapped a B2B SaaS to 7 figures in ARR
(and an 8 figure exit) In 2016, after winding down a failed startup that went the VC route, I had $15k in my checking account. I had just moved out of the SV bay…
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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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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…
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The 8 Best Marketing Channels For B2B SaaS
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 demand and acquire customers –…
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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…
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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…
