1. The one carry on and one personal item rule is not an airline rule. It is an FAA Regulation and enforced by TSA. The airline AND the passenger can be fined for breaking that regulation.
2. It is up to the passenger to decide what it important to them. If their "comfort" items are more important then their expensive camera gear, that's the passenger's choice.
I'm a serious film photographer in conjunction with my career as a graphic artist. I will often have to pack photo gear and a laptop. There are camera backpacks with enough room to pack both, as well as clothing and comfort items, and still fit in the overhead.
Check the Tamrac Expedition Series.
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