I’ve thought that plenty of times. Why didn’t Harry go after Pippa?
I suspect that there's a rebellious side to him and by hooking up with this American tart he is in some way getting back at the Royal Family......
When he was flying Apaches for the Brits in Afghanistan, that was probably the most satisfying time of his life since he was able to be himself with the rest of the British soldiers. He almost didn't get the deployment because of who he was.