O36 will be too small for milling, I'd suggest at least a 066 (bigger is better...). A simple jig attachment will be labor intensive for using a chainsaw. I've got a logosol and it works well and gives true lumber if you set it up correctly and use decent logs. You are limited to just a bit under 16 ft but can add an extension to get close to 24 ft.

This is still a lot of work compared more automated band mills.

You should also consider how you are going to move/load logs. My 9N ford handles hauling the logs out of the woods and I built a ramp with lumber I milled to load the logs using a cant hook.

Besides this forum there are two others that have a great bunch of sawyers, The Forestry Forum and the Wood Web. The former also has a TF forum moderated by Jim Rogers (member here).

Another suggestion is to watch a sawyer at a local mill (or local portable mill). There is a "art" to sawing and getting the most/reading each log. I learned by working at a circle mill when putting myself through college.

Keep asking questions...........