This is truly terrible advice. Anybody reading this, if you think that there aren't better ways to test your alternator (really, a multimeter between the alt output and ground)... there are. You can 100% fry an ECU doing this. Not as much of an issue in these engines, but don't generalize 1960's...
Seriously? Who is using portable generators to charge their cars?
https://yaleclimateconnections.org/2022/08/electrifying-transportation-reduces-emissions-and-saves-massive-amounts-of-energy/
https://www.motortrend.com/news/evs-more-efficient-than-internal-combustion-engines/
Etc
Yes, your thinking is akin to how goldfish think. More than one variable at play, which gets too complicated sometimes for some. An EV using nothing but coal fired electricity is still more efficient than an ICE.
But not when squirted down when pumping the throttle? That doesn't make sense, you're doing exactly the same thing. Just for fun maybe try to jump the fuel pump before starting next time.
You've got (at least) 2 grease nipples on the plate, looks like the bearings on the support pole are also greasable. Any grease is probably fine, I use regular moly grease. Cable should be lubricated with some light oil. The pulleys are a total guess but I'd use some light oil or spray lithium.
There is a plug in the head, but Merc doesn't mention it in the winterization procedure. I've pulled it a couple of times after draining the rest of the block and the cavity has been dry. There's also a lot of space in there/room for expansion. I've left it in through quite a few hard freezes...
If the accelerator pump is working and squirting gas, then it should fire if it fires with gas poured down the carb. How long did it run with gas poured down the carb?
Still breathlessly waiting to see if your accelerator pump is working/shooting gas down the carb when you pump the throttle. If you don't want to tell us that's cool.
Don't know the manual without the s/n. #24 maybe?
Depending on which boot pops off either nothing will happen or the boat will sink. I'd still be checking for rot before wasting time on the mechanicals.