bootstrapping
3 statements across 2 episodes · 1 bullish · 1 bearish · 2 people on the record · first statement Apr 24, 2025 by Jeff Shiner · across every show →
Everything said about bootstrapping, oldest first
Apr 24, 2025 negative
Long-term bootstrapping pride can psychologically inhibit founders from accepting necessary funding
“You can get to a point where you're proud of things you should no longer be proud of. Maybe said a better way, the things that you're proud of can inhibit you. And so, you know, once you've been Bootstrap for 10 years, and everybody's like, wow, you've grown t…”
Nov 6, 2025 bullish
Kanter: Venture capital makes far more sense for high achievers than bootstrapping
“So as a high agency person, being able to remove the fundamental constraint of capital as the limiting factor of a business, like, to me, it's like the equivalent of going pro. I think that there's vastly more cases in which venture capital makes sense for a h…”
Nov 6, 2025
Kanter: Founder anti-VC bias stems from confusing ownership with control
“Would you rather own, you know, a hundred percent of a ten million dollar business or 10% of a billion dollar business? Like, of course, I think unless you really have some obsession with ownership, but I think most of these things are confusion about ownershi…”