I'm still trying to figure out how (I mean, what) to pack for work trips, wondering if a rollaboard is best for me after all? Here's the deal: I'm talking about international trips for at least a week. So I need professional clothing for that long; of course I can mix and match outfits and wear stuff more than once, but on the other hand I'm not going to wear the same outfit for a week straight. Typically I want two pair of shoes, one comfortable pair to wear through the airport and one dressier pair to carry for work. I also need shorts or jeans to wear after work and on weekends when required.
Also, once I get there I need a bag to carry a 15" laptop, power cord, cell phone and wallet to and from work. Thiswhat makes it hard; I could probably get everything I need into an Aeronaut, but I'd feel kind of silly carrying something that big as my laptop bag. The thing is, if I carry something like an Aeronaut or Western Flyer plus a Checkpoint Flyer, then I have two bags hanging off me, which seems more difficult to me than maneuvering a small rollie bag plus laptop backpack through the airports and train stations. I am strong, but I'm small (5'2") which seems to afford less space for bags hanging on me. Over the past year I've had several trips to Japan, which means that after the flight I have to take a couple of trains to get where I'm going.
Different viewpoints / suggestions? I'd also be interested in which bags work best as an adjunct to a rolling carry-on - the idea would be to strike the perfect balance between offering space for more than just the computer, while still looking to the airline like just a laptop bag so it's permissible as 2nd carry-on.