Cremins gave GT a 10 year run that most young GT fans probably can't fathom today. When you get bounced in the 1st or 2nd round of the NCAAT and feel "disappointed", well, you've definitely raised the bar for a program. 3 trips to the Sweet 16, 1 Elite Eight, 1 Final Four, 3 ACCT championships...and a bunch of first and second round NCAAT trips sprinkled in a 11 year period.
Hewitt, for all his faults, did pretty well following Cremins. Recruited as well as anyone for a period, took us to a Final 4, and GT was basically in the Postseason every other year of his GT tenure. The contract Braine gave him gave everyone a stomach ache, but that wasn't his fault. No one turns down that kind of contract. As others have pointed out, Hewitt gave us an out with that contract later on, but Radakovich blew it.
On paper, Brian Gregory wasn't a terrible hire. He was coming off a good 4 year run for Dayton. Gregory just wasn't a fit for GT following Hewitt. Recruiting was uneven, and he was extremely conservative on the court. His teams were at times PAINFUL to watch. Let's be honest, if it weren't for GT being strapped with the Gailey and Hewitt buyouts, GT probably doesn't look in Gregory's direction after Hewitt was let go.
Pastner, like Gregory, wasn't a terrible hire. We also have to look at the budget constraints at the time. Pastner had a reputation for recruiting at Memphis, but could never put together enough recruiting wins at GT. He had that one really fun run with Alvarado/Moses/Devoe/Usher, but Covid quickly knocked the wind out of that season getting bounced in the first round of the NCAAT without Wright.
Stoudamire was a surprise pick. IMO, a high ceiling/low floor type hire. Recruiting has gone well for him, and he's gotten some big wins on the court. Let's be honest, his time at GT so far has been marked by inconsistency. There are things on the court that greatly concern me about Stoudamire's time so far, and it gives me the same feelings as the on the field product of Geoff Collins time here. The irony of both hires is both Collins and Stoudamire came into the job with a reputation for defense, yet both their defenses are/have been pretty bad. You want to give Stoudamire a long runway because you see what he's doing with recruiting, but recruiting only matters if the talent translates to the court. Unlike Collins, Stoudamire isn't a clown show, and I think he's a sincere coach trying to figure it all out. GT just needs more wins, and the talent we're bringing in needs to start bearing fruit on the court. Stoudamire has won enough big games that GT fans can see the potential. We just need to start winning more consistently against teams that we should beat.