I think that the new writer they have on board will slap some sense into the lost boys.
Remember DiGilio is not part of Uprising. He just writes a first script for a possible TRON 3 film.
I really REALLY hope they do not fuck up the "original" timline based on the films. I did not accept any comic or game timelines and side stories since Matrix. Let's hope TRON Uprising will do better.
On top of all, I hope this series will be shown in Germany. Not sure if this will happen before 2013. Disney might be slow in dubbing and converting it to PAL.
To the teaching thing:
TRON already helped Flynn in the original movie. So why shouldn't he be able to train another program?
The problem is, they fucked up to explain the GRID as a life simulation in Legacy. If they explained it like this (which also lets the End-Of-Line-Club make sense), a lot of the story parts of the film would have been more clear. The ISOs should have been explained as "programs" spawned by this life simulation just with advanced, human-like abilities.