>>93037655I think the core of it is that he's such a total failure. Bojack's successful, but he's never succeeded.
Think about his career. His successes are due to Herb, Diane, Kacey, and Computer Bojack. Anything he has he owes to others, usually others he's fucked over.
It makes sense that he can't be happy, and is constantly driven to self destructive behavior looking for some kind of win. He's hollow and he knows it.
Also, I think it's a big part of why he's friends with PB and Todd. Because they're both immensely successful in their own fucked up ways.