I'm actually in the process of looking for my first house and I'm a single self-employed guy. I have looked and researched nearly every neighborhood in the city looking at safety, price, demographics etc. It appears I have settled on the Hilltop area.
I'm looking at distressed properties...I mean distressed...missing pipes, siding, no furnace and so on. Upside is I can pay cash and not have a mortgage. If your buddy is handy, he can make a killing there. Anyway, while looking at these places, neighbors came out and were more than willing to chat me up. Most are were owners that were thrilled someone was looking at the eyesore on the street. When I told them I intended on living in it they all but rolled out the red carpet.
Long story short...I think some people can't handle a little grit. Yeah yeah yeah, I looked up the neighborhoods crime report and spoke with people in the area about common crimes. Really no worse than Merion Village or OTE. I think the Hilltop feels very similar to the old neighborhoods I remember as a kid in Cleveland...people talking from their porches and yelling at each others kids. Like ANY neighborhood I think it's all in how you approach it. If you come in acting like your shit doesn't stink you are bound to rub people the wrong way.
Good luck to your friend.