Weisbrot: 100% of Bootstrapped Founders Love Life, While VC-Backed Founders Face Constant Stress
“The vast majority of the founders are bootstrap to profit. They're mostly doing 10, 20, 30, forty million dollars a year with no co-founders and no investors, and they get to do whatever they want with that money. And a hundred percent of those people that I'v…”
Walker: Bootstrapped founders without savings must start service businesses for cash flow
“It's very different to start a services business versus a product business in terms of the ability to generate free cash flow quickly. And so as an initial entrepreneur, if you don't have any money in the bank and things like that, I think starting out with a …”
Lieberman: Pouring fuel on the fire is unnatural for bootstrapped founders
“Once you have a business that's working, once you have product market fit, once you have a foundation and it is time to get really ambitious and pour fuel on the fire, it is a very unnatural motion for a bootstrap founder to do that.”
Siroker: Bootstrapped founders succeed because they must talk directly to users
“Again, a good reason why bootstrap founders probably are successful is they're not surrounded by these people. You know, you end up just, you're forced to talk to users because you probably haven't hired that customer support person, and you hear the pain from…”
Bootstrapping commits founders to a 10-20 year grind requiring strict boundaries
“And I just think it's gonna take you longer to bootstrap a company. So you're signing up for 1015, 20 years of your life. If you don't put in boundaries soon enough you know, it could, you'll burn out like anybody else.”
Rob Walling: Banking is one of the worst industries for bootstrapped founders
“The only thing that I would add is if you don't already have connections in the banking industry, I personally would stay away from it in terms of building software for it, because they are going to take months or years to adopt new things. And it's going to b…”
Bootstrapped founders often wait until they are overwhelmed to hire
“I think very often the particularly bootstrap founders end up hiring too late. Like it ends up in a situation where they're like, oh, I'm overwhelmed. And then only when they're super overwhelmed, do they realize that they have no choice but to hire somebody. …”
Walling: Bootstrappers can work 90-hour weeks while some VC-backed founders work eight
“You can be a bootstrap founder and run yourself into the ground and work 90 hour weeks. I've seen folks raise 20, thirty million dollars of venture capital and work eight hour days. It happens, like, and be happy with their business.”
Courtland Allen: Bootstrapped founders making millions rarely raise VC capital
“Very rarely does somebody who is killing it and making millions of dollars decide that they're going to raise a ton of capital.”