First off you’ll be amazed at how efficient you’ll get at packing and how much sh…stuff you can jam into that Stealth. I’m here in ICN for 4 days and fit everything into mine. I don’t know how much “grooming” you do but I don’t pack shampoo or soap since all the hotels have. Just a razor, toothbrush, toothpaste, some gel and deodorant which all fits nicely in the side pockets. Keys and headphones in the little top side pocket and misc (bandaids, Tums etc). Sneakers, workout gear, jeans, tees, and jacket in the main bag plus laptop and chargers. First few trips you’ll pack WAYYYY too much but in time you’ll trim it down.
I don’t usually pack food food, just munchies in my flight case (jerky, protein bars, Cliff bars etc) to hold me over, but many pilots do. Don’t want to be a salesman for Luggageworks but they make some nice cooler bags and duffels that attach to the Stealth to take meals I’ve seen a lot of guys with. They pack whatever and just replace the ice at the hotels.
On a side note, I ALWAYS keep a few packs of Emergen-C, Airborne (whatever) in my bag. There will be long days, missed meals, walk arounds in the pouring/snow, min rest overnights, and sick pilots getting germs on the yolk. You may find yourself feeling a little run down. When I do I start pounding the stuff and it’s been keeping me healthy for years.