One of the things that writers of the show did was basically portray everyone as they actually were in real life...which made the acting very easy for them, and very fun at the same time. Tina was (maybe is) angry for being type-casted due to the show’s success, but that’s life. And I think Bob was the only one to think of capturing residuals as part of his contract...so he never had to worry about money again.
Bob had 3 ex-wives. He had to worry about money.