Late revival, but thanks again for all the suggestions. This forum has been a great resource.
I intentionally overpacked a bit, and ditched some items before setting off to ride. We did 250mi over 4 days, with a measly 36' gain (due to a bridge). Otherwise it was long, flat, and fast pacelines. Mileage was ~55/45/105/45. Last day was a solo recovery ride w/out gear. I went to the top of Corolla and back to complete the full OBX.
Gear list: NEMO pad, compressible pillow, Northface 35* bag, Marmot tungsten 1p. Bags are Fairweather Hbar+saddlebag, and Ortlieb back roller+ on a tubus disco. I have sport packers in the mail, still searching for a front rack.
I've included a few shots from the trip (PFA!)


Will be doing the full GAP+C&O this year, as well as the full Skyline Drive in Shenandoah, before moving west to CO. Looking forward to some longer tours!