My "overhead size" is a roll-aboard. I rarely fly on the smaller/regional jets so that problem doesn't affect me, and I (personally) have never had them insist on checking my carryon due to how full the plane is. Maybe this is more of a concern on other routes? I primarily fly out of SFO.
There are 2 problems with using a different camera bag. One is that it would be too big and uncomfortable once I get off the plane. The bag I have now is perfect for using my cameras at my destination. The other is that it would probably move it into the realm of a "carryon bag" instead of a "personal item" and then I'm in the same spot as now - I can't carryon both the camera bag and my roll-aboard.
I can't fit my laptop and everything else in my laptop/purse bag in my roll-aboard, and still have enough room for clothes. Also, I wouldn't have a purse at my destination. The last trip I put all my camera gear in my roll-aboard, but it didn't leave much room for clothes, and I didn't have a camera bag at my destination.
Shipping my roll-aboard doesn't help - it would be much easier to check it.
I just hate checking bags and was hoping to avoid it. Usually I'm not traveling for very many days. The more time I spend in the airport (checking bags, waiting for bags) the greater the percentage of my "travel time" is spent in the airport instead of enjoying my destination. I don't mind waiting when there's something in it for me (e.g. compensation for being bumped) but waiting at the baggage carousel is very low on my list of things I want to spend my time doing. Usually there is nowhere to sit, no internet access, everyone is in a hurry, everyone is crabby. I was just hoping to avoid it, if possible.
Thansk everyone for your ideas and suggestions!
jc