What will work for the Leafs this time around is that The Board of Directors will not undercut the Shany Regime for the sake of short term profits.
There is nostalgia for the Leafs teams of the early 90's, the reality was they were not close to winning the Cup. Cliff Fletcher knew that and wanted to rebuild. He got vetoed by The Board and was forced to bring back Wendell Clarke. In 2000-02 they had a much better chance, if Pat Quinn had been allowed to run the club they may have. Unfortunately Steve Starvo's health was failing and his groceries were going bankrupt. Larry Tannenbaum bought a greater share of the club, but not controlling interest. He had hired Richard Peddie back in 1999 to run the Raptors, Peddie engineered a controlling stakes for the TPF once Stavro stepped down. By the winter of 2007, Tannenbaum and MLSE lawyer Tom Anselmi had had enough of Peddie and wanted to fire him. The Teacher's vetoed that move since Peddie had gotten them lucrative downtown property rights. Eventually The Teachers had gotten as much as they could from MLSE and sold their shares to Roger's/Bell. Tom Anselmi who brokered the deal with Morgan Stanley became MLSE President, Peddie went into retirement and Brian Birke was fired.
This is all water under the bridge but it's significant as to how times have changed. Now The Board is subordinate to the current MLSE President who answers to Rogers/Bell only, does anyone who he is? Michael Friisdahl was the CEO of Air Canada Leisure Group and before that Thomas Cook North America. He is the exact opposite of the larger-than-life Tim Leiweke and the grandiose Peddie. He is a low key manager who has the backs of those that run the sports franchises and that is the most important item.
Friisdahl hasn't given many interviews, he's the one standing in front of Mr. Wonderful (Dikembe Mutombo).