Has he tried replacing the valve stem core? My current set of tires had two slow leaks like this that I couldn't find anywhere on the tire or seal. After month my dad reminded me about the stem core, and the problem went away after they were replaced.
You can grab a box of them from a parts store for a couple bucks. Also helps to have a
valve stem core removal tool. Some
metal valve caps also have the tip needed. I think I paid $5 in total for everything I needed.
As far as I know there aren't any special steps needed for core replacement if you have TPMS, but I've never had a vehicle with that feature; someone else might want to confirm/deny this.