Teach me oh Obi Wan. lol. I never made my bootstrapped efforts work. Neither did my VC funded efforts. Now with the next attempt, I think there's a lot of clarity in what bootstrapping gets you versus VC funding. Also solo vs team. Timelines are so different, the approach is so different. I don't think there is the same urgency in bootstrapping. You can have longer time horizons. With funding its a go-go-go attitude, especially with that finite funding. But even when it goes right and you became public, you are at the mercy of a quarterly report where you have to show something to keep that stock price propped up. I'm sure people running the company will say it doesn't make them think differently but the long termism breaks down a little unless you are pumping cash from somewhere.
Anyway, if I had my shot again, I'm not saying I'd renounce funding. Bootstrapping for a short period to figure things out is great, but funding also creates opportunities where an immediate business model is not clear. Opportunities exist for different approaches. Again not an advocate for the VC funding, but I'd taken even $500k these days to get something up and running as the cost of capital is basically nothing aka YC.