I did it because there was an update for my PCM that was supposed to fix my idle issues. That update didn't do anything, but the transmission has been working great now, so, I guess in the end the quick flash/update was worth it. Supposedly you don't need the quick learn done, but I figured it wouldn't hurt.
That auto learn sounds like the quick learn the dealer/a shop would use the DRBIII for. As for installing it and driving away, see above.