I would contend that, just because Hipsher and Crawford didn't win, KD shouldn't be considered our "ceiling."
KD was a good guy. Very good MAC recruiter. Good MAC coach. And in the MAC, being somewhere between good and very good will get you in the Championship game more often than not. Just look at all the crappy coaches with full scholarship benches that couldn't beat the crippled Zips this year...it doesn't take John Wooden to get to the MAC Championship game.
Huggins won at Akron in the 80's. His body of work then, and beyond shows he was the best Zips coach in the JAR-era. His tenure was short (5 years) but the guy has won big-time wherever he's gone. Against the best-of-the-best competition. Any AD would take Hug over Dambrot.
The oft-maligned Hipsher had some good years too. But unlike Dambrot, the MAC during Hipsher's tenure was brutal. Bonzi Wells, Gary Trent, Brandon Hunter, Wally Sczerbiak, Tamar Slay, Antonio Daniels, Theron Smith ...the MAC was pumping out some NBA talent back then.