Based on my earlier post (Gate-checked bags, I am trying to pack so as to avoid the need for space in the overhead bins. I travel very light and have rarely used a roller bag, instead using just a backpack or duffel. But I don't see where I can cut what I take much more to ensure that my squishable bag can really be squeezed and manipulated enough to guarantee it always will fit under my seat. (And I am not considering how to deal with the metal "entertainment" box that others mentioned in the earlier thread as sometimes being present, which takes up half the space under the seat. The presence of that box blows up the entire plan.)
How do others do it? I can make it work if I split my stuff into an under-seat bag and also have a personal item bag, but technically, aren't both supposed to go under the seat in front? I am currently counting on being able to fit one of the bags in the overhead compartments, treating any spare space as a place to stuff something small. But a zealous gate attendant might veto that plan. (For airlines that allow only one carry-on, I am planning to keep the personal item bag inside the other bag until I get on the plane. Which assumes my carry-on will get on the plane.)
To succeed, I am afraid I'll have to cut even more things, which I hesitate to do. Two shirts, one packed, one worn? One pair of pants? Just the shoes on my feet? Three sets of underwear, one worn, two packed? I've done that before, but decided I was being too extreme. Not having to wash clothes every single day felt like such a nice luxury.