Hey Alaric - Congrats! Penn should be awesome.
Definitely look into helping out with PA Olympiad - It's a fun organization! I worked with VA SO this year (Supervised Towers at both Regionals and TPS at States) and I found it really rewarding. In addition to the competitions mentioned by L42, Bayard Rustin hosts a Div B Invitational as well that you might be able to help out at if you talk to their coaches. Depending on which events you want to work on, you can get in touch with those people too - for instance, the guy who supervises the balsa event every year is with Penncrest, so if you talk to them they might have you help out. (Find them at nationals too?)
Getting to Cabrini / Stoga / Rustin and any of those is very easy - Septa (the train/bus system) has lines that'll take you right there, and almost definitely people will be able to help you out. I'd wager though that the olympiad organization would welcome someone with your experience and expertise - definitely look into it! Good luck at Nats too.
Someone from VA!
And congrats Havenguy (and anyone else who's going) on going to Nationals
What do people think pennsylvania will place at nats this year?
We want to place well, because the past 2 years have been pretty bad for us. We got 14th and 19th last year, and 15th and 20th in 2009. I expect Pennsylvania to place in the top 10, because we are one of the more competitive states.
Well 14th is pretty close to 10th. Good luck