Closing this out. Rest of the job was easy, only minor issue was finding a place for the clutch master cylinder remote reservoir as my truck has all of the upfitter switch fuses in the way.
All in all my lessons learned:

1 - you absolutely can do this yourself in your driveway
2 - #1 assumes you have a nice trans jack, and don't need to necessarily take the trans out from under the truck. I didn't have enough clearance just having the front of the truck on ramps.
3 - oddly, it sounds like the truck starts easier/the starter doesn't work as hard with the new flywheel
4 - in line with the above, my truck idles quieter not having broken springs in the DMF
5 - being overly paranoid about torque specs, proper bellhousing alignment before bolting it up, etc paid off
6 - take your time if you can. I estimate it took me about 10 hours of actual work time
7 - I found the French fry I dropped in 2014 under the console

The clutch feels super smooth and actually easier to disengage than stock. Granted my stock throwout bearing was toast and there was a bunch if crap in the slave.

Hope all of this was helpful.

- Steve