Would you request that the landlord/maintenance company install the window AC unit that you purchased? (Drilling required.)

Sure, because why not. They just have the right to tell me no lol

You can ask but it's almost definitely getting denied.

@Monét THIS is the vibe 💯

Get yo man to do it. I've worked in construction my whole adult life, I'd just do it myself if a had to. If you don't know how to use a drill, or basic power tools for that matter, you should learn!