Hi John,
A few years ago I was where you are now. My progress has been slow, mainly due to the fact that gardening tends to trump woodworking, but it's coming along. I'm still in the building shop appliances stage. Maybe I need to move further north where the winters are longer. Here are some thoughts:
To teach your hands, video is your friend, second only to an actual teacher. Nothing beats seeing someone actually, say, plane a board. When you have a new task at hand, refer to several video sources that demonstrate what you need to do. Approaches differ to a surprising extent. I have watched and learned from Christopher Schwarz, Paul Sellers, The English Woodworker, The Renaissance Woodworker, David Charlesworth, Rob Cosman, Tom Fidgen, and most recently, Matt Estlea. A lot of useful videos are available for free on YouTube. Don't get me wrong, I love books and am reading some of the old masters like Charles Hayward. But without video, I'd be lost.
Tool rehab is seductive. I enjoyed doing it. It's not woodworking. If I were starting over, I'd mostly buy new tools rather than fuss with old ones.
I see Lie-Nielsen saws on your list. If learning to sharpen handsaws is not high on your list (it's not woodworking), LN is a very good choice, other things being more or less equal, because they'll sharpen your LN saw for $25. That's a deal. I am an amateur hobbyist with a full-time job that has nothing to do with wood. Apprentice rites of passage like freehand honing and saw sharpening are cool and useful. But if your time is limited, you don't have to go there unless you want to.
Good luck!
Herv