You can have all the talent in the world - budding stars from high picks, with more top prospects on the way. However, if you’ve been tanking and rebuilding for a while, it breeds a culture of losing that can be hard to shake.
Just take a look at the Sabres or the Sens - every fall they proclaim “this is the year!” and it never pans out. They just don’t know how to win yet, as corny as that sounds. Took the Devils, with all that talent, a while to start putting it together.
So, a Tom Wilson that maintains a standard of excellence, and brings a winning culture into the next era, can provide a lot of value. It’s just not necessarily quantifiable on a spreadsheet, which I know is aggravating for some.
That said, I do appreciate that they may have missed a great chance to flip Tom for assets. Time will tell whether that was the right move. But, keeping “winners” like Wilson could help prevent endless rebuilds like the Sabres, and Sens situations.