727 rebuild opinions/thoughts welcome

I think doing it yourself is great. You end up knowing everything that was done because you did it yourself. I did my 904 on a folding table in my basement garage. It isn't hard at all, especially if you follow the step by step instructions in the FSM. The FSM will tell you what to do and in what order. You will need some specialized tools you didn't mention like a dial indicator, caliper (digital is cheap and easy), and micrometer. You also need something to compress the springs in the clutches. I used C clamps but tools are cheap on Amazon for a one time use. Be prepared to order stuff in the middle of your build...things like thrust washers or different steel plates, etc. Fatsco Transmission Parts is a great source for Torqueflite. So is Torqueflite Patty (just Google search his name).
Get a good quality kit with all the gaskets and clutches and go to it. I had fun and learned a ton about the inner workings of a Torqueflite. Mine performs perfectly and cost near nothing to do myself versus having a shop build it for me.