I think pedantry should be recognised as a health condition tbh.
When I see "would/could/should of" it kind of sets my teeth on edge and sends a shudder down my spine, while my inner pedant screams "Conjugate the verb "to of" then, why don't you?".
I've learned to live with "different to", split infinitives and incorrect use or lack of apostrophes, but I can't stop being irritated this one.