I don't buy this 'moving to win trophies' reasoning. It's either money, fame or egotistical jerks who don't care that winning by moving to a team that 'always wins' isn't really winning.
I know that probably describes most footballers, but Harry seems to be cut from a different cloth.
He's too competitive, he wants to win for real. I'd be astonished if he went to another PL club. I honestly wouldn't blame him, but I'd think less of him as a person of character (and I know that's obvious given the betrayal-aspect, but I'm referring to the fact he seems like he's got a fair bit of integrity and grit).