He's just kinda your generic head up your own ass believe your own bullshit visionary tech guy. I don't get the feeling personally that the Hooli guy is loosely based on either Jobs or Gates. He's probably more loosely based on some amalgam of actual guys that you've never heard of. Like Marc Benioff. Who? I kinda feel like he'd be way more of a dick if he was based on either of those guys. Gates with his strongarm capitalism and Jobs with his oft-remarked messianic aesthetic purism.
I also have a little gripe with the new woman boss trying to mimic the last boss who had the heart attack running away from the rhino. I take it more as a homage, and I'm hoping that they replace her (nothing against the actress... it's just a shit part. She's doing it as well as can be done) by the end of the season.
Gonna have to start calling her VC Pulaski