The big brained play would have been to buy the entire of Rentschler airfield and rebuild UConn right there sometime around 1995. Reality is UConn still has a bit of a UMass problem is that its an inconvenient place. Granted both problems is that their early histories were spent being 2nd and 3rd bananas to elite private schools. Granted UMass's location is far more inconvenient in terms of state politics but UConn would have been far more favored were it between Hartford and NYC whereas CT basically dies after you get out of Manchester. There is basically nothing between there and worcester and even worcester is a minor blip since i-90 is so far south of the city. Granted interstates are a 1960s to 1980s inventionInteresting responses. As a UConn alum I shudder at all the moving campus suggestions. Hartford, Stamford, Yuck! I made too many memories in Storrs to ever entertain that idea.
I like the suggestions about traveling back to the 1950's and suggesting that we invest heavily in football. At that time it would've been so affordable and we would've definitely had become a football power. However the butterfly effect that this would have had worries me. I feel like something would have gone differently in the basketball realm where our dominance in women's and men's basketball would not have played out.
I think simply going back to the 2007 season when we first tasted football success under Randy Edsall and were making bowl games and getting ranked and tell the AD what was going to happen down the road to the Big East and about the whole P2 and P4 dynamic could have changed things big time. I would've suggested approaching the big 10 with some crazy multi-year 0 share offer that was too good to refuse to get membership. If that didn't work, I would've gotten out ahead of the Big East exodus and offered another absurdly generous reduced share pitch to the ACC.
The ultimate question of UConn will always be whether or not the state wants to build a world class institution or are they going to be continue to be status quo. That's independent of football.

Were UConn fans happy and following the team when it was in the Yankee Conference? What would have happened to your athletic department if you had stayed there? Would the fans have continued to support it when all the football moves took place. I think your basketball program would still become the outstanding success it is, but what about football?