I just finished up putting a new clutch in my Deuce. While I was at it, and the tranny was on the bench, I thought that I would put a seal kit in the PTO, on general perincilals - they weren't leaking, but it wasn't going to get any easier then now.
Interesting Part: I have had this truck for about four years now. Early on, I had occasion to use the winch (just once). I distinctly remember, that I had trouble finding the gears, as per dash plack. I never did find 2nd-wind. I dismissed it as an adjustment issue (amid all the rest of the deferred maintenance), and successfully recoverd my tractor.
In the process of seal replacement, I removed the 6-bolt cover, and removed the shift rod and fork, marking the shift rod for direction, so that I could remove the old seals from the inside. After seal & boot replacement, I replaced the shift rod and fork, and noticed that the detent ball was all but inoperable, being jamed with gunk. After cleaning, the detent didn't work any better. Somebody had swapped ends with the shift rod, causing misalignment with the detent ball. This is why I had trouble finding the winch gears - you had to just feel for them.

When I installed the Tranny and was re-attaching the PTO linkage, I had to shorten the PTO shift linkage, and re-align it, to fit the properly replaced shifter shaft. Anyway, knocking out the shifter shaft seals from the inside, is easy, and you don't damage the retainer ring for the boot. Be sure to clean that detent ball & spring, as it will tend to collect gunk, as the bottom of the PTO housing is a low spot.