To find success, a lot of times you really need an oversized ego. You have to feed that monster in order to grow.
The world seems to be full of naysayers and a lot of entrepreneurs have to just shut all of them out. So then how does one know ultimately when they are about to take that one step too far?
Who knows !
Maybe it's just part of the adventure. Maybe it's part of the fun too.
Try not to bet the ranch on any single business project so even if it fails, you can live on to fight another day
In one of the books I read on Donald Trump, he had 1 bad experience with personally guaranteeing a business loan and after it went sour, he came to the conclusion of never doing that again.