If Dilbert started his own company, then Dilbert would become the pointy-haired boss, or the VC that controlled his fate would be the pointy-haired boss. And the underlings would become Dilbert. Nothing would really change.

Dilbert (the comic strip) isn't really about any particular character. It's about patterns of relationships in all hierarchical human organizations. No escape is possible for Dilbert (the character) because his tribulations are all the result of emergent phenomena. The comic has distilled those conflicts down to their essence, so they're visible anywhere. Call it the Dilbert Pattern.