[jwilber]

I flew twice a week for years and it really just depends on the route (ie airports, day of week, and time of day) that you’re flying.

Popular business routes will always have full overhead bins, so you either check your luggage, bring a week-bag that you can fit under the seat, or get on early and get the overhead space.

Personally, I prefer to travel light so always wait until the last second to board. But that also depends on the cabin - if you’re at all above average height it’s absolute hell to fly in general, even worse when your limited leg room has a backpack.