Good looking start to your project.
Last year I went completelt through my H seeminly not leaving any stones unturned. Replaced all seals, put in (what I thought was a fresh rebuild) engine, completely went throught the tranny, and installed new clutch assembly. I did not paint however. Darn good thing. I wanted to get some time on the unit to make sure everything was right before I spent much time and money on the paint. Well heres a partial list of what went wrong:
Brandy new clutch pressure plate was defective and needed replaced.
Tranny input seal leaked like crazy and discovered we were sold the wrong one.
Both brake drum seals leak even though they were replaced and were doubled up.
Discovered my rebuilt engine had loose rod bushings ( making ticking noise) from shoty PO rebuild.
Governor housing cover leaks bad. Even though it was replaced too.
Overlooked both upper and lower bolster bushings that now are being replaced.
Basically I'm saying its risky in my opinion to paint a tractor till you know its right.
I'm going to wait till I've got everthing leak free and right before I invest in the shine.
I did blast and paint various stand alone items but have waited on the chasis til later.