RedLeaf said:
With Kessel being the biggest asset you have to really kick off the rebuild, it should be essential to get a substantial return, even if it means holding off on a trade until next season sometime. If the rebuild is a 3-5 year process, than there is no rush to rid yourself of Kessel based on an artificial timeline.
A rebuild is a 5 year process
ideally. Part of that process is having top picks, as in top 3, and developing those players. Keeping all-stars around waiting for unrealistic returns and finishing with the 5th or 6th overall pick is how you turn into the Blue Jackets and their 10 years of nothing. The Leafs need to get bad, legit bad, and keeping Kessel delays that process.
Again, it's not about being hasty, it's about taking a legitimate read of the market. If Nonis calls around and the best offer isn't one that meets your standards then, well, that's a sign that you might be over estimating Kessel's value. There's no guarantee offers will get better as time goes on and there's a very real risk that the offers will get worse.