No brainer for me--keep the '61. The engine bay is nice and clean, the engine sounds like it is better (you're having heat-soak problems with the starter; try getting a heat shield for it, or a new starter), and it looks better.
The rust in the bottoms of the doors is bad--rockers and cab corners can be easily fixed. In your area, there are a number of early Chevy truck suppliers that should be able to get you a good set of doors, which will make your bodywork cheaper.
The trucks are really easy to work on--get a shop manual, and tackle that window problem yourself.
The wrap-around glass is more expensive, true, but I can't for the life of me figure out why a good glass shop was so hard to find! They go in dead simple...Just a rubber gasket and some sealer, and a thin cord to pull it over the frame's lip! That will be in the shop manual, by the way.
Now, I do own a '62, so I might be partial to the knee-knocker cab/wrap around windshield. And I'm putting the '60 quad headlight grille in mine, too.
But that farm truck is a really good looking truck--one that I'd recommend to a lot of people to keep. I dig farm trucks/trucks that look like they earn their living.
But I'd say to sell that one, and take the money and have new rockers and floors and cab corners intalled on the '61, buy a new set of rust-free doors, and call 'er done.
Oh, and lose the Smurf Blue interior paint!
-Brad