Given your tractor experience and your line of questions regarding maintenance. I'm concerned I may have given you bad advice on the 75hp tractor. I'm not saying you can't learn on that large of a tractor, you certainly can, but it isn't the best idea to learn on something that large.
I'm thinking 40 - 50 hp. Like the size of a MF 1740M or Kubota
L4701. When/if you do decide to farm the 35, you could use it or trade up. Tractors really don't lose very much value when used 200 - 300 hours a year. Especially in this market. You could run the smaller tractor a couple years and trade up. If you buy slightly used you probably won't lose much money if any. I have bought used tractors and kept them for 5 years and sold them for what I paid for them since I didn't put that many hours on them (100 a year avg.). I put more hours on now since I have more implements but you get my point.
Also, Cab tractors are not good in a woods. I won't even take our cab tractor into the woods, you are really blind to tree limbs and other things in a cab.
You need to consider the transmission type also (Hydrostat, Gear or Shuttle Shift). Do your research on that and drive each one.
I strongly recommend just going and sitting on tractors for perspective. Don't get in a hurry and shop and talk to other farmers if you have access to them. But keep in mind, they will be talking from a farmers perspective, not a hobby farmers.