TBLeafer said:
So for argument's sake, if the Leafs were ready to contend in two years and Stamkos became available as the best UFA to sign at 28 years old, would you pull the trigger then on a seven year deal that would take him to 35?
It would depend on what the team looked like and whether or not Stamkos would fit well with what the team already had. The important thing is that you'd be making an informed decision on the basis of a team you'd already largely built.
TBLeafer said:
Hossa was available as a UFA at 29 and at 30. In fact, Hossa's deal with Detroit and his deal with Chicago are both good examples of how building a contending team before looking to the UFA market can be so beneficial in terms of opening up options. You don't need to rely on a player having uncritical faith in a front office, you can sell them and potentially get a team-friendly deal on the basis of already joining a good team and having a good chance at winning a Cup.