Ok, I lied. Can't leave with that one waiting a response. Touché. Still, I can name mid-major coaches that never have a Top 100 team that did succeed at the P6 level.
I invested way too much time in going through the power conference coaches and looking at the jobs these guys each had before they got their first power conference jobs, here are the folks who did not have at least one top 100 team (where unavailable I used NCAAT seed or record as a proxy)
Guys who may not have hit top 100 but were pretty clearly trendi
-Ed Cooley - prior to getting the Providence job, his best season at Fairfield was #106
-Kevin Willard - prior to getting the Seton Hall job, his best season at Iona was #110
-Jay Wright - his best Hofstra team was a 13 seed - looks like typically 13 seeds fall in the 90-115 range in KP
-Tad Boyle - prior to getting the Colorado job, his best season at Northern Colorado was #125
-Andy Enfield - prior to getting the USC job, his best season at FGCU was #105
-Lon Kruger - prior to getting the Kansas State job, his best season at Texas Pan-America was 20-8
Guys who were only at the job for a year or two:
-Richard Pitinio - prior to getting the Minnesota job, he a single, #188 season at FIU
-Pat Chambers - his best season (of two) at Boston University was #133
-Rick Barnes - prior to getting the Providence job, he had one 20-10 season at George Mason
-LaVall Jordan - prior to getting the Butler job, his single season at Milwaukee was #259
In summary, the only two appropriate comparisons I could come-up with
-Ben Howland - best Northern Arizona team was a #15 seed, which is generally not equivalent to top 100
-Mike Brey - His best Delaware team was a 13 seed - looks like typically 13 seeds fall in the 90-115 range in KP
What the hell you do with this information I don't really know. Other than to say it certainly isn't rampant that coaches move up to a power conference after long tenures at a low major that did not produce or appear to be on track to produce a top 100 team.
Also, Ben Howland might have been one of the most impressive coaching hires of all time for Pittsburgh. Never worked for a high profile head coach, never worked on the east coast, never won more than 21 games at NAU. More or less plucked from Big Sky obscurity.
One final learning, Martin Ingelsby at Delaware is going to be a coach to watch. Took over a 7 win team and won 22 games in year 4 while having every player of note return next year. He played for Brey and was on his bench for 7 years at ND.