Calhoun - IF he committed violations, they were more of the Belichick variety. Calhoun was always looking for every possible advantage to win, pushed the limits, put the success of UConn basketball as the #1 priority and then tried to color within the lines on the rest if possible or if doing so was common practice at other competitive NCAA D1 programs. And he built up an infrastructure that supported & maintained a major D1 basketball powerhouse. If or when Calhoun bent or broke NCAA rules, even if willingly, it was in an effort to get the best possible players on the court for UConn.
Ollie - Violations occurred because of a lack of attention to detail, poor management & not caring enough. Yet he WAS PAID in full for years of not doing his job. To say that he somehow deserves to get paid for a future years of a contract that he violated, didn't fulfill and for work & years he didn't coach is throwing good money after bad. Ollie inherited a functioning team and program (basketball operations) and eventually ruined both. When Ollie broke the rules it was grossly negligent - routine violations occurred because of not knowing NCAA rules well enough, not diligently policing and failure to follow even relatively simple rules. These were one of the many byproducts of gross mismanagement, bad coaching and neglecting to steward a once great basketball program.