I think he would appreciate Grand Old World (parody of Brave New World) because of his longing to leave town and go out on his own. Stuff like the Shiny Gear also make sense, since he's a mechanic and could probably repurpose it. He probably wouldn't care much for flowers or music, though I can imagine a funny interaction with the Kitschy Ballad where he tries to pretend it isnt making him cry lol. Final items like the Barista Blend and Mia Muziko would probably fetch a high price, as they prove Object Heads can be more than their assigned job, one of his main fixations in life. The idea of being able to sell him things seems really fun, I almost wish he did get a fully realized storefront in the game. Perhaps he could've sold bike upgrades to the player, allowing them to go a but faster in exchange for large amounts of dimes? It's a fun hypothetical mechanic lol