May be a stupid question, but does load order/install order of dlc's matter on the 360? I know for my pc copy of skyrim, there is a recommended order to load the dlc, but does that also apply to the 360? With the legendary edition, if you simply install all the dlc at once, they're installed in a different order than what's recommended for pc.

I don't believe it matters, but when in doubt install them in the order they were released.
Dawnguard->Hearthfire->Dragonborn

If the Xbox installs them automatically in another order, I would just let the disc install them as it wants to.

Yeah, I simply installed them one by one in the release order, if for no other reason than the fact that HF corrects the bug in DG where you can't buy the alchemy room in Breezehome. Also, I believe the xbox disc simply installs the dlc in alphabetical order.