21. Bill Gates says Apple CEO Position a No-Win
Quote: "What I can't figure out is why he (Steve Jobs) is even trying (to be the CEO of Apple)? He knows he can't win."
Date: June 1998
When Steve Jobs returned to Apple in mid-90s, the tech industry shitted on his attempts to bring the Cupertino, Calif.-based company back from the dead-even his frenemy Bill Gates. And with good reason. At the time, Microsoft's stock was valued at $29 with "a market capitalization of $250 billion," while Apple's barely peaked at $7.25. Gates obviously ignored one of the 10 tech commandments: Thou shalt never underestimate Steve Jobs. Nearly 14 years later, Apple's become the most profitable company in the world with a market cap of $461 billiion.