I would advise against having Disney move your bags. I have had them move my bags at least 10 times to date...not once have I had them before 5pm!!! It drives me nutty. I had one time that they never even moved the bags until they got three calls from the resort that I had moved to!!! It took so long, the CM that delivered them to me refused the tip I tried to give him. He said he was not taking a tip for such awful service. So, I gave him a glowing compliment at the front desk!!!
From Pop to S/D is less than an 8 min ride...very cheap. If Uber can take the bags, with you, fine, use them. If not, just take a cab. No, your room probably won't be ready, but at least your bags will be at the same resort you're at. Do this early in the morning (I like to do it around 8ish), then you can get checked in, and head to a park until your room is ready.