Derek –
I did the SHT solo Southbound in 2005 and I recommend it as a great semi-long trail for anyone. It's well marked, nearly impossible to get lost on, has excellent re-supply options (although not necessary) and has a multitude of safety escapes for those worried about that sort of thing.
View my trail journal, photos and a gearlist (I did this previous to being ultra-enlightened fyi):
http://samh.net/backpacking/sht/
Have you joined the SHT listserv yet? If not be sure to do that as you'll find there's an excellent group of people on there who love the trail and love to answer questions and chat about it.
Find info and sign up for the SHT List here:
http://groups.yahoo.com/group/hiker/