2) Aside from OJT, what are some good resources for someone who wants
to learn more about the mechanics of sailing and about sailboats in
general (construction, amenities, etc.)?

Racing will get you lots of time on the water and the opportunity to be
around other sailors. Look up the local yacht clubs on the web and look at
the schedule for racing. Then "walk the dock" with your sailing gloves and
shoes and find a boat that needs an extra body. They probably won't give
you much to do until you get some experience, and you may have to put up
with some screamers until you find a good, regular spot. But it's an
inexpensive way to get lots of time on the water.