why aren't all 7 resolved? a statement only gets an assessment when the public
record can support or contradict it. opinions and what-ifs never can, and 0 checkable
ones are still open, waiting for their date. predictions held up or didn't;
assertions are supported or contradicted. on every card:
▮▮▮▮▮ certainty ·
▮▮▮▮▮ debate potential. speakers are clickable
Insight
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…”
Insight
Companies must eventually abandon shared leadership structures and consolidate authority
“I think over time you need to have a single leader.
You can't have three leaders for a decade, since you can't.
I think that'd be very difficult.”
Insight
Bootstrapping prevents wasting time justifying strategic roadmap pivots to outside investors
“If you've got a great vision, a great North Star, But you don't know exactly where that trajectory is going to bring you. You need that flexibility because otherwise what you're thinking today might be useful in five years may not be useful in five years. The …”
Insight
Most security tools obstruct users and simply aim to avoid intrusion
“All you can aim for is not being intrusive. With most security tools, right? You think of a lot of security tools and they're stopping you from doing things.”
Insight
Scale startups early by duplicating effective roles, not planning 10x expansions
“I used to have a saying, like, I can double the size of your company. I meant that by people. Because I can always look around and say, there's Sue, there's Chris, whomever. You know, they're doing a good job. We could have another Chris. We could have another…”
Insight
Perpetual standalone app licensing forces companies to withhold immediate feature releases
“The other thing that to me always kind of stunk about having an app as opposed to a SaaS subscription, like if we've got good stuff, like I want to give it to the, to our customers now, but then if we give all our good stuff to the customers now, then they'll …”
Insight
Career growth requires neutralizing weaknesses and doubling down on strengths
“Like if you're going after whatever the next role or the next job, don't try and make your weaknesses, your strengths.”