Oh well, AI... that is a complex topic.
All I can say in public is that the AI in OOTP does a pretty good job IMO, especially when compared to other baseball sims. No other game handles this many rule sets, so the AI in OOTP is much more complex.
The backbone of the AI is a good player evaluation algorythm, and we have improved it greatly in OOTP 9, so the results will be better in every area of the game.
That $1 for $2 trade thing was a small bug by the way
