I've been working (with a co-founder) on a side project that's about to pan out for the past 2.5 years. About 1.5 years of that was working after hours, then about 10 months or so of 6 hours at my day job and 2 hours in my company, then just recently I quit my job with about a years worth of savings and am full time in the company.
The risk I took, until recently at least, was almost nothing, since I had a job all along and was actually saving money at a quick pace.
You too can start a company without going bankrupt with a bit of planning and a bit of frugality.
nb. I'm counting my project as a success if it brings me >= 1x median wage on the side, which is a low bar. Also, I am not rich.
That's part of why I would really like to make a clean break... I just can't do the weekend warrior thing
You said, "it really underscores the reality that most of these founders have rich family or friends to fall back on", someone else replied saying that they've been bootstrapping a business on the side and you come back with, "I just can't do the weekend warrior thing".
You can't say "well only rich people can start a business!" and then dismiss bootstrapping as an option just because you personally can't "do the weekend warrior thing".
I'm sorry, did I misread you or are you saying that work for hire is beneath you and so you you should be able to work on your ideas (which are all brilliant, no doubt), while being supported by other people, aka peons?
Honestly the safest option seems to be relocating to a third-world country where the labor and the cost of living is cheap, so that said money can be stretched out over a few years. Or waiting til that pile of money gets a bit larger and living off ramen for a while
There is a large part of Europe (and I'm sure the US) where the standard of living is decent and you can easily get by on <15k€/year.
Right now I have my eye on either Latin America, rural Northern California, or Nevada. Humboldt area is very cheap right now, I am seeing 2br houses renting for $1000 and studio apartments for 3/4 that in Eureka (which isn't all that bad; I just visited)
I'm currently saving up to do just that and its like, "I could buy a house with this money" or "I could go on sabbatical with this money", or "I could bet everything on a business that may or may not succeed and potentially lose it all"
And if I do? There is nothing except going back to the tech grind, or homelessness, or another (far less lucrative) career. Unemployment won't help me (which is complete and utter BULLSHIT for the amount of money I've paid into it), and I'd be ineligible for social security due to that previous tech income hanging over my head. There are no, "sorry you failed, here's some money to get back on your feet and try again" grants
It really underscores the reality that most of these founders have rich family or friends to fall back on.