Would it be reasonable to ask my future roommate this?

I don't know. How well do you know this guy? If I had just some guy moving into my place and they were all "hey btw I'm shipping 10 packages to your place can you make sure they get to my room?" I'd be annoyed. As in, who the fuck do they think I am, their porter?

If it were one or two things, no big deal, but if you're talking multiple deliveries over an extended period of time, that's a pain in the balls and to me it speaks to the type of relationship I'd have with this new room mate going forward. As in, what else am I going to be asked to do because it's more convenient for this other dude than for him to be arsed to do it himself.

I notice you don't mention a car anywhere? Or a bed. If you need bedsheets for a bed that's already provided, why not buy them once you get there? They're sold by just about every department store. I'd suggest shipping your stuff via ground and then flying out so that you're there to pick them up. I don't see any reason why you would need to ship online purchases to your new place before you've arrived.

Jam it back in, in the dark.

Not that it matters two months after he created the thread, but I want to address this idea about there being no harm in asking. When you ask someone to do something, it's not harmless. You're taking advantage of a socially conditioned individual to acquiesce to requests out of a desire to be pleasant. If they turn you down, then you've put them in a situation where they need to justify their refusal. And you will also be reacting to that refusal. For two people about to be room mates that's not a good way to foster community feelings.

As much as we might like to tell ourselves that we can just ask for stuff and have it be like we never asked at all if we get turned down, it doesn't work like that. That's why you don't ask for obnoxious things. It's obnoxious even if the person you're asking is able to say no.

There's nowhere I can't reach.