When I was a lot younger I thought the comic strip was funny but I read a review of it circa 2005 which pointed out it was dangerously cynical and that Dilbert is to blame for his shit life because he goes along with it all. That is, if you care about doing good work, finding meaning in your work, you would reject everything he stands for.

It's tragedy instead comedy and it doesn't matter if you see it through the lens of Karl Marx ("he doesn't challenge the power structure") or through the lens of Tom Peters or James Collins ("search for excellence in the current system")

I mean, there is this social contagion aspect of comedy, you might think it is funny because it it is in a frame where it is supposed to be funny or because other people are laughing. But the wider context is that 4-koma [1] have been dead in the US since at least the 1980s, our culture is not at all competitive or meritocratic and as long we still have Peanuts and Family Circle we are never going to have a Bocchi the Rock. Young people are turning to Japanese pop culture because in Japan quirky individuals can write a light novel or low-budget video game that can become a multi-billion dollar franchise and the doors are just not open for that here, at all.

Thus, Scott Adams, who won the lottery with his comic that rejects the idea of excellence doesn't have any moral basis to talk about corporate DEI and how it fails us all. I think he did have some insights into the spell that Trump casts over people, and it's a hard thing to talk about in a way that people will accept. What people would laugh at when it was framed as fiction didn't seem funny at all when it was presented as fact.

[1] 4-panel comics