Crooker, I am in Southern NH, but my fiancée (Ellen, has a few posts here and there) is in S. Portland, just over the bridge. (Highly recommend Beal St. BBQ if you haven't been).
Anyway, we are planning something for the 12th as well and were considering Mt. Success. We were up Goose Eye last year and loved the area.
So depending on how your plans shake out, we may either join you for the hike, or if nothing else, for the beer after (Moat Mt??).
I think it would be cool to see how hiking styles compared on a smaller hike like this. Not sure about "big miles", so we wouldn't want to hold you up on a long trip.