Like I said, the issues are much more inflicted by the administration than the coaches.
Hewitt was given the automatic rollover because GT couldn't afford to up his salary too much and they were concerned about losing him to other programs or the NBA (of course there was an out for the Knicks in the contract anyways). What they should have done is had a non rollover buyout, but included a longevity bonus. That way if he kept producing there would be a pot for him after so many additional years.
Then of course once DRad decided to fire him, Drad changed the terms of the buyout. Instead of a 5 yr, 1.4MM/per buyout is was modified to an 8 yr, 900K/per buyout. I think this was done because DRad was worried about cash flow, but the long term effect was to increase the length of purgatory for GT from 5 yrs to 8 yrs.
DRad didn't really give a damn about the basketball search and left it up to Eddie Fogler. FWIW, when Gregory was hired he almost turned down the job, because he was concerned he wouldn't have enough money for assts. That was how bad the last couple of AD's had messed up the finances. The scary thing is that among the finalists for the position, Gregory was the best choice.
When Gregory was fired because DRad changed the buyout terms instead of having Hewitt off the books, you still had 3 more years to go and $2.7MM to pay out. This impacted the search which eventually landed Pastner. Which was also flubbed to a degree by Bobinski.
in his final year if he gets the whole contract Pastner would be at $2.3MM, that would still place him in the bottom 2.
GT should just stay the course until they want to get serious about basketball. If they are planning on offering less than $2.5MM and really closer to $3MM, they shouldn't even bother.
Hewitt was much better his first five years than after that, but he at least had some success. FWIW, you can thank Cliff Warren for the guard play during that time and Dean Keener was the coach in charge of the defense at that point. Jack can tell you about how Cliff Warren made him a much better PG.