If losing it all doesn’t cause you to at least consider that maybe you took a bigger risk than you should have, or maybe there are some things you might want to do differently next time, then you’re just asking for trouble. You know the saying, the definition of insanity is doing the same thing over and over and expecting a different result. Maybe it’s a question of perspective.
Such people wouldn’t be characterized as “ultra-successful,” either. That’s a description reserved for a Bill Gates, Warren Buffet or Elon Musk. While they may take big risks, , those guys don’t risk it all, not by any stretch. If you know Bechtolsheim, you know he’s all about the technology. When he meets with young founders, he pays attention. That’s why his most successful venture was a relatively meager $100,000 bet on a search company that hadn’t even incorporated yet. That Google stock is now worth billions.
If you lose big, don’t jump right back on the horse. First take some time to assess whether you’re making the right kinds of bets for your situation. Whether you’re an entrepreneur or not, a little humility and introspection will go a long way.