alt Hacker NewsThe Yahoo founders left with never-fly-commercial money before re-joining the billionaire club by investing the money they had. Others that survived post-IPO include eBay and Dell.
There were high profile failures but we have had those recently too eg. pet.com (dot com) and color.com (post-dot com, domain has since been repurposed)
> The Yahoo founders left with never-fly-commercial money before re-joining the billionaire club by investing the money they had.
I think you're confusing people cashing out with actually creating a successful company. Yahoo is not what people would describe as flagship company, or pets.com or Ask Jeeves or myspace or Voat or whatever. The dotcom bubble made a lot of people rich, but most examples were at expense of bag holders.