I think it comes down to primary mission.
When I first started my contracting company I had the truck loaded to the brim every day as a work vehicle. I had an 8 ft bed and couldn’t conceive of making even a 6.5’ bed work.
Years later a truck for me is a family, recreational, commuter, and work truck - in combination and in that order.
So the short bed is perfect 85% of the time NOW. Would never work back THEN.
The other 15% of the time I have a flat bed trailer that has more volume and carrying capacity than any truck bed could dream of.
I just can’t rationalize carrying around extra, unused truck most of the time unless WORK is the mission of the vehicle. For ME, NOW, I feel the unwieldiness would cancel out what otherwise makes a short bed crew cab such a perfect family and recreational vehicle.