It doesn't. I semi-retired at 33 and then spent the time since then doing 20+ different startup ideas. Still no success. Bank account is bigger now than when I retired, but startup dreams are effectively dead.

Bottleneck is that the market moves on in the time you spend pivoting, and eventually your inside information about what's hot and what's worth building gets stale, along with your technical skills. I know a number of other entrepreneur/retirees in the same boat - 5+ years working on various ideas, often after having a previous exit - and it never seems to result in a big company.

Sounds like you didn't use money to hire staff and tools to accelerate progress.

are you just building stuff and asking customers if they really need it and would pay for it?

My startup is growing 5% every week for last 6 months and it took me 3 years to get here. If my bank account was bigger I could have done it in an year. and because I am bootstrapped I am losing my amazing tech team to highly funded companies that can give them 3x salary and stock options

What does your process look like? You can validate or destroy a startup idea in a day with enough conversations (if you can get them).

Bootstraping a second one with you as the angel investor and ceo can be difficult.

What about buy an existing startup vs bootstraping?

> Money solves the problem of having enough kicks at the can

Lots of people don't realize learning to read the market is also a separate skill that can't be learned through working for a company. It takes time and a few failures to wise up.

Do you have any advice or resources for "learning to read the market"?

I suspect, unfortunately, that the true answer here is "experience".

... And confirmation bias.