I guess I should elaborate based on the replies I'm seeing.
We likely won't own a trailer bigger than 21'. The spot we have to park it at our house will only accommodate a trailer about 25' long so 21' plus 3' of hitch and bumper is the max.
I mentioned we don't have a 'need' for a truck box because we largely find them more of an inconvenience really.
-Anything longer than about 200 inches won't fit in our garage at home and will be a nightmare to drive 5 floors through my work's above ground parking lot 4+ times per day. So a 3/4 ton truck is definitely not in the cards.
-We have a small utility trailer with a 3500lb payload that is far more payload than any 1/2 ton truck. We use this for yard work, trips to the dump, picking up large appliance or furniture purchases and towing motorcycles. The lower deck and built in ramp are much nicer for loading a motorcycle than trying to get one into the back of a 1/2 ton. Also, if a Skidsteer/Bobcat bucket clips the side of the trailer when loading say some crushed rock or dirt, it's a lot less of a problem than if they clip the side of your truck box.
-Packing 2 adults, 2 kids and a 55lb dog into the small cab of a 1/2 ton also doesn't seem that comfortable
From what I've seen of pre-owned 1/2 ton trucks that fit our budget and criteria, there isn't that much more towing capacity, just extra payload. The Armada is rated for a 9,000lb trailer with a GVWR of 7100lbs, a curb weight of 5302lbs and a GVCWR of 15,100 and tongue weight of 900lbs.
Some of the new trucks which are out side of our budget could maybe sway me with their better fuel econmomy such as the sierra and silverado with their ability to turn off certain cylinders when not needed. But those years of vehicles seem to be outside of our budget and, in my mind, is also one more thing to go wrong.
L