Although I picked up this thread right from dLj's opening post, decided only to chime in -- quite late.
Certainly the idea of a five hole threaded plate epoxied in place from below benefits frequent winch servicing. (On this wouldn't bronze or brass also be a suitable metal? Al vs SS corrosion isn't an issue. And much easier to thread than stainless steel.)
But I would encourage you to consider the merits of MI's and thinwater's observation which is similar to my first thought when reading the opening post. He cites several reasons why complete winch breakdown each season might be extended much longer. Another is you are on fresh water, not salt. How often do you sail each season? And will you actually do a complete breakdown as frequently as you envision?
The main stress on a winch is on those large roller bearing you picture with your opening post. Since they, and the winch drum are removed easily with the winch base still mounted, cleaning and application of new Lewmar recommended lube is a snap. The make/model of the winches I didn't see, but I assume that somewhere there must be an opening to spray in some lube without removing the winch base? For the pawls, just a squirt of light aerosol spray lube should keep them operating freely over the years. And a thicker product like spray garage door hinge/chain lube will do similar for the gears.
In 2007, after buying my 1980 Cherubini Hunter, I found the cabin top and primary winches OEM (Barrient's) a mess with gads of hard cake-on grease. Like they hadn't been cleaned for decades. Just more grease kept being haphazardly applied by the boat's sequential PO's. But the winches were still functioning. After prolonged soaking of the disassembled winches in diesel fuel, I eventually exposed the underlying bronze and stainless parts. Everything still fit snugly without excessive play.
Sailing single handed all the time (even with guests), I did replace the OEM primary winches with new Harken self-tailing ones which can be fully broken down without removing the base. With these, I got a bit slack and went five years without any winch maintenance until this year. I cleaned off all the old lube and applied new Harken grease. Light oiled the pawls. I noted really how clean the gears still were and that the previous application of winch grease looked to still provide at least some benefit. I almost wished for a spray product that would soften up and "reactivate" the existing coat! Yes, we are supposed to service winches every season. But in the real world?