There are countless examples (your list is great). Here are some more people I instantly thought of. Gabe Newell. John Carmack. While he doesn't have the repu

There are countless examples (your list is great). Here are some more people I instantly thought of. Gabe Newell. John Carmack. While he doesn't have the reputation of being a super-nice person, he certainly doesn't come off as being an arrogant dick. Marc Andreessen. Similarly to Carmack, doesn't necessarily have the reputation for being super-nice, but certainly isn't a dick. Mendel Rosenblum (Diane Greene's cofounder). Max Levchin. There are countless others, really. People in these positions typically have to make some really tough choices (should I fire Bob?) and you can't reach any significant level of success without leaving a trail of disgruntled people behind you. Being forced to make choices that leave some people unhappy isn't the same as being dick, though it might look that way from afar.