Finished up the subpanel feeding the entire house and attached garage, just been too busy to post an update until now...
Good news is I passed inspection, everything works, and I'm happy with it. Fishing the 2/0 through the conduit did prove to be a pain. For the most part it went fairly easy, especially in 2.5" conduit and using cable lube. There was one snag towards the end of the run, after about 225 deg of bends where I had one of the bell ends turned the wrong way. The end of the wire kept hanging up on that lip of plastic in the SCH 80 and I didn't have much torque to get it to go, with so much fed out and so many bends. I ended up getting a cable sock/grip and kept some tension on it through the other end with a nylon line, while pushing from the LB. Had to wrap the end of the THHN in electrican's tape first - the outer layer of nylon on the wire is too slippery for the cable sock to grab it without that.
Another tip, for anyone who might be fishing electrical lines, low voltage cable, or anything though conduit for that matter. After I had assembled and cemented all of the conduit, I was able to run the electrician's nylon/poly line through by tying the end of it to a medium chunk of sytrofoam and then blowing it through the conduit with compressed air. Easiest and fastest part of the whole project.
On the big day, the POCO pulled the meter for me, I landed everything from the new feeder in the 200 amp disconnect in the shop, and then made the connections in the new subpanel. Then the fun part was feeding all of the NM branch circuit cables back through the top plate in the attic and making up all of my connections in the sub. I still have aluminum branch circuits (will be next on to do list), but at least they are all on the correct breakers based upon their rating now - 12 ga Al on 15 amp breakers, not 20's. I also added my new GFCI next to the subpanel, and I have a handful of extra spaces for future use. Inspector came by, gave me a thumbs up, and had the POCO replace the meter and seal up the can. RTG - ready to go!