I haven't been a cub owner for very long and have been a forum member for even less. I guess my advice to you is that there is a wealth of information that I've found on the web from parts to manuals to some very sound guidance. In this site, you'll find just about everything that you need to know from some very experienced, kindly and enthusiastic people.
Perhaps one of the greatest web sites that I've stumbled on is the following. You probably have it already but I'll post it anyway.
Regarding maintenance. I do consider myself pretty handy but certainly not very knowledgable when it comes to tractors. In the four months that I've owned "Henry," I've taken him apart down to the drive train and feel that I'm now pretty well experienced to answer many of the mechanical questions that you might have. Where I'll fall short is in the internal questions (spark problems, compression, etc.) since I just haven't owned him that long yet.
Anyway, feel free to e-mail me if you have anything specific and I'll try to help you out. firstname.lastname@example.org
BTW, $700 for your package was a great deal. You should consider yourself very lucky. I paid $800 for Henry (1948 S/N 53xxx) and he came with an IH C3 belly mower, alot of rust too. Unfortunately, he wasn't feeling very well when we trailered him home and we weren't sure he would wake up. I took him home cleaned him out real good and thankfully he decided that he had some fight. I mowed with him for about a month and then decided to start restoration. It only took me about a week to completely strip the tractor which is a nod to its simplicity. I'm doing a very amateur restoration since I just want him to look nice while he's working. Also makes the neighbors smile.
The other great thing about Henry is the people you talk to. On this site for one but I can't believe the people in my area that just stop by to look and to remember. It started when Henry was on the trailer on the way home. We were at a traffic light and one of the area "old timers" gave us the thumbs up and wished us good luck. Pretty cool.
I was never planning on buying a Henry and sort of stumbled on him out of plain ol' dumb luck. Even though he's just a big lawn mower now, I plan to snow plow with him and just enjoy...