I'd like to add that a lot of the reason I've just turned in the LAST Bob novel, and tried to get the New Management series off the ground, was because Bob hasn't aged well culturally: he's rooted in the same culture that gave us today's contemptible techbros.
It's like waking up and realizing in 1939 that your much-loved series protagonist's elder brother is Heinrich Himmler. Oops.