Originally Posted by Gentlewoman
Do you think I should drop a subtle hint now and then in my email to him? If so, what would be appropriate and not too much?
The best way to end up confused and disappointed after two weeks is to pussyfoot around the subject, in my opinion. Having an unwanted advance blow up in your face and then having to deal with the fallout for two weeks isn't much better. The "I don't want to be just friends" talk can go sideways no matter when you do it, but it's much much harder when you put both of you in an awkward place because the answer is "Sorry, I don't feel the same way."
It seems to me that the best approach is to give him a good old fashioned phone call. Tell him that you're looking forward to the trip, ask if there's anything you can bring along as a house gift, and then get it out in the open before you go. Tell him that you have fond memories of working together, and now that you don't you are hoping that romance might be a possibility. See what he says. If he says, "I'd like that" then you know where you stand.