I thought I'd post some photos of my Pilot fitted out for its first solo trip, and overnight to a meeting near the Chicago airport. In summary, the Pilot has worked PEREFECTLY for a very light overnight trip. I was able to fit it vertically under the seats on the plane, which is a very handy thing. I want to apologize for the quality of these pictures (taken with my cellphone) and for the bedspread, which is the fault of the Embassy Suites.
Packed out for the trip- very slightly bulgy, but not noticeably so, and about 11 lbs (5 kg)
And, the detail of what was contained:
11" Macbook Air in Cache
Large Pilot packing cube containing a pair of jeans and a long-sleeve knit shirt
Business cards in pocket pouch
Water bottle pocket
#2 travel stuff sack (Solar) containing socks and underwear, including a spare in case of flight cancellations. (I know, not REALLY necessary, but if that's my worst packing habit, I think I'm pretty okay)
(As an aside: many thanks again to moriond for solving my backorder problem from her Strategic Tom Bihn Reserve (STBR)!)
3D mesh organizer cube (olive parapack) containing chargers, dongles, pen, etc.
3D clear organizer cube (navy parapack) containing toiletries (a somewhat minimal set: folding toothbrush, toothpaste, deodorant, floss, and Carmex.
Navy parapack Side Effect (with double carabiners to attach to seatback pocket, which works brilliantly)
Kindle Touch 3G in lighted case (waiting for Paperwhite 3 to upgrade)
Reading glasses in case
Bose QC20 noise canceling headphones (which, while expensive, are the best thing ever for traveling)
Jackery bar (probably not necessary for a trip this short)
3-4" charging cable (not pictures, but in the pocket)
It all worked very well, and if anyone has any questions, let me know!
When I get home tonight, it's time to pack for Pakistan (for anyone following my seemingly-unending saga!), which means the Pilot will join the Tri-Star. I don't know if I'll have a chance to document that as thoroughly, but the Pilot will be in a very different role. My goal, if possible, will be to fit the Pilot in the TS on the way out to make room for presents on the way back for my better half, who is patient about my slightly-excessive travel of late.