Story of our times: Gen-X counterculture jerk grows up railing against The Man. Grows up, gets rich, famous, becomes The Man. His mind, however, is stuck in the past, still thinks he's a rebel, still thinks he's railing against The Man. In reality, he has become a sadistic asshole hurting others for his self-righteous pleasure. But no amount of pain inflicted on others will make him feel good, he dies a miserable crank.
Adams, Musk, Andreesen, Stephen Miller, Chappelle, Maher. They're everywhere.