Woz (yes, Jobs was an asshole, but they got to a pretty high level of success when Woz was in a key role, and probably could have gotten to the Apple II stage with Woz + anyone -- not Mac/iPhone/etc., but that's reasonable).
Diane Greene, by all accounts, is a great person. VMware is pretty successful (ok, they're dicks now under EMC to some extent, but she also left long ago)
Dr. Amar Bose (Bose audio, not Bose physics) was one of the most amazingly good people I've never encountered; Bose doesn't make the best audio equipment in the world, but it's a successful company.
Stripe is pretty successful so far; the Collison brothers are widely regarded as decent people.
YC itself has been quite successful; none of the YC partners are dicks.
There are clearly counterexamples (Zynga alone makes up for a lot...), but I think it's pretty clear being an asshole isn't necessary to be successful. It might be somewhat correlated, or not, but I think there are a lot of other traits which are far more predictive of success or failure.
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.
I wouldn't call Woz a serially successful guy, though. Brilliant. Amazingly nice. Talented. But not serially successful in starting and making businesses valuable.
It is one thing to do something great and be successful. It's another to do it over and over again. The former is much easier than the latter. Sometimes it's just being in the right place at the right time. Doing it over and over requires great skill and intelligence and drive. (I don't put myself anywhere near that category.)
I think a lot of that is wanting to do it again. A lot of people who make huge amounts of one startup are just not at a point in their lives where, now knowing the costs, they want to try again.
Diane Greene, by all accounts, is a great person. VMware is pretty successful (ok, they're dicks now under EMC to some extent, but she also left long ago)
Dr. Amar Bose (Bose audio, not Bose physics) was one of the most amazingly good people I've never encountered; Bose doesn't make the best audio equipment in the world, but it's a successful company.
Stripe is pretty successful so far; the Collison brothers are widely regarded as decent people.
YC itself has been quite successful; none of the YC partners are dicks.
There are clearly counterexamples (Zynga alone makes up for a lot...), but I think it's pretty clear being an asshole isn't necessary to be successful. It might be somewhat correlated, or not, but I think there are a lot of other traits which are far more predictive of success or failure.