This is going to be an unpopular viewpoint to some, but I believe what we're seeing is UConn transitioning into status quo as a mid-major. Ollie is a pretty good coach, albeit maybe somewhat overrated based upon early returns. He won with Calhoun's players, and sustained some top 25 play for a time, but since then has seen a precipitous tail off. The reality is, the AAC is a goofy conference. While they were able to ride their track record for a short period of time, with recruits still associating UConn with the Big East success they had, they had a much easier time recruiting.
Fact of the matter is they still might challenge to be a bottom end top 25 program, if Ollie can continue to recruit well. But as we've seen the past few years, you have to win the AAC to guarantee an NCAA berth, or have an exceptional season that warrants inclusion. They have an entirely different set of problems now than they did 4 years ago, when this was thrust upon them. They've got one foot in their history, and the other in mid-major-dom, and they are getting further away from their past accomplishments with each passing year.