Yes to those questions. Jack probably misses Mike Brown. Mike kept him in check with some care and feeding in San Antonio...probably nurtured Jack in Indy at times, too.
Jack was a love/hate scenario his first year in SA. He would make a bone-headed turnover at one end of the court and then steal it from the guy at the other end and make a fast-break dunk. +/-, love/hate, bittersweet.
Jack improved on that in 2003 during the le run. He became much more of an asset that one year and he reaped the benefits of his improved consistency and playing more under control. Then he let his agent feed him some notions about that green grass on the other side of that fence.