bootstrapped startups
9 statements across 9 episodes · 2 bullish · 4 bearish · 3 people on the record · first statement Feb 16, 2021 by Rob Walling · across every show →
Everything said about bootstrapped startups, oldest first
Feb 16, 2021 bullish
Economic Downturns Create Great Opportunities for Bootstrapped Startups
“In fact, there can be even added opportunity in big economic bust times. You'll see all, you know, how many great companies came out of 2001 that were Almost bootstrapped or just had tiny amounts of funding, and then once the economic cycle comes back, these t…”
May 18, 2021 negative
Walling: Bootstrapped startups with 3 or 4 co-founders have one too many
“Oftentimes when I see bootstrapped or mostly bootstrap companies with three or four co-founders, usually they're too many. Usually there's at least one too many and there's like a weak link. There's someone who's not Maybe holding up there”
Sep 7, 2021 negative
May 2, 2023
Walling: Micro-investing in bootstrapped projects requires significantly lower valuations
“Is to make the economics work, it will have to be different than, certainly than Silicon Valley, but even than, like, the tiny seeds in the indie.vcs, you would be at a level, I would say a level lower, just in valuations, in order to make the economics ever w…”
Jun 11, 2024 positive
Martens: Competitive markets are easier for small bootstrapped teams
“And so for us, it seemed easier to go in a very competitive market. You know, there's demand but where we can just grab that small percentage of the market. And if we can manage to do that, that's already huge for us because, you know, we're so small, we don't…”
Sep 30, 2025
Oct 28, 2025 negative
Walling: Founders without millions and 3–5 years should avoid category creation
“My thing is, if you don't have millions of dollars and three to five years, To build a category, to start one, don't do it, right? And that's why most of us say it, because we have seen more, a lot more folks fail at it than not.”
Feb 17, 2026 negative
Walling: Late joiners two years in are not co-founders
“And frankly, they shouldn't be called a co-founder two years in. They're not They're not founding anything anymore. They are a business partner that is being added, and you can call them a founding engineer if they're coming on as an engineer or founding whate…”