I actually think that the 700R4 was an asset to the old splash 235.
The obvious advantage of standing starts with a load. The shifts were adjusted to really match the engine load, and the great asset of the 0.7 OD which allowed the truck to run on the highway without reving it's heart out.
I did choose to not connect the torque convertor lockup so the engine had a little relief when pulling hard. (like when the OD would shift in a little early under no load driving.
I feel there was a power increase by letting it breathe better. Maybe 10% or so (originally 94 hp adding another 9 was a lot)). Enough so that the A/C compressor or the 90 amp alt charging the big accessory battery after using the electric powered lift to raise a loaded bed, didn't make it feel it was dragging an anchor.
He really loved the transmission. He often said it seemed like the engine was working hard, or just needed more power.

I had the same feeling about the 261, I think it would be just an incremental change. It would be an easier install, but I don't think it will make him happy.
I think a small block putting out a solid 250 hp is the answer. Pretty easy to get out of a 283, even easier from the same block punched to 302.
Wish I could find a good way to put power steering onto a 2 ton.