Well, we do not know. His father (Arthur Prince of Wales) obviously did NOT have a problem with male heirs in this timeline, but we know Katherine of Aragon did, so we are hoping for his father's genes to triumph. Also, King Arthur Jr (since that's the name now) is 100000% not marrying a Scottish woman simply because there are none his age. However, a son of his could wed Mary, Queen of ScotsYes, but probably not much longer than in OTL.
No, he didn't remarry in otl when he had only one male heir. Now he has two so he has less reason to remarry.
Around 6 or 7.
I think that Henry would be part of a regency council but not the sole regent. There's also Margaret Beaufort, in otl she was Henry VIII's regent for a few weeks until he turned 18, so I could see her being part of the regency council for her great-grandson.
In theory, yes but I can't think of any Scottish brides for him and he'll probably be better off with a French proxy bride or a local heiress.
I don't know.