My boy is American, we're getting married next year.
He came over on a student visa, in early October 2007, I advised him to spend a little time settling in and not rush to work, but he applied for one job in late November and got it, he started there in January and still works there now, but as it's in Brighton he works remotely.
To be honest the move didn't really affect him at all really, he seemed happy and settled relatively quickly, he made friends at uni pretty quickly which helps I think, I also had a male flat mate who liked the same kind of music and they've become really close.
He struggled with food a bit, he'd been used to all sorts of junk, but I've introduced him to vegetables, sushi, curry, ethiopian and now he likes lebanese even more than I do! I can make some Texas classics though and we get BBQ sauce and Butterfingers (bleugh!) sent over.
He was quite positive and tried everything, even when he didn't think he was going to like it, so that helped a lot, he didn't like a lot of things, but liked loads so it all evened out. I did little things for him like went when he set up a bank account, but I just started a new job so pretty much left him to do everything alone, he made some mistakes like not realising he had to flag down the bus but meh, was alright. Minor embarrassments but he survived.
Now he likes it more than I do, we were all set to move to the US, but we've both started dragging our feet and the other day admitted neither of us really wanted to move, we don't want to drive everywhere, we don't want to pay for medical insurance, we don't want to bring up kids there, we don't want to believe in God or be converted, we don't want to give up all London has to offer, we don't want to keep up with the Jones's and a myriad of other things so the likelihood is we'll stay.