Frank E said:
The difference in that situation to me is the cap outlook on that particular 29 year old hypothetical free agent's contract you just signed him to. I'm not really interested in signing guys through their 36th birthday, and if he's "elite", then he's getting max term. Stamkos' deal expires at 33. Theoretically, elite guys should be able to contribute past their 33rd birthday, but there's much more risk there.
Honestly, for true elite players, the difference between how they contribute at 33 and how they contribute at 36 is minimal. What I'd prefer is to have that elite player through an extended stretch of the team being a Cup contender, rather than wasting half the contract while the team is still experiencing growing pains - with much more uncertain outcomes. Waiting until they're close to being Cup contenders or are Cup contenders means they can take advantage of much more - possibly all - of the contract, whereas, signing Stamkos this summer coudl still end up with his entire contract running out before the Leafs get to that point (though, obviously, I hope that's not going to be the case).
Frank E said:
But they have the cap space now? What's the difference in adding a $10m Stamkos now vs. adding a $11m Tavares in 2018 in 2018? If the issue is that Stamkos will make the team "too good" next season, then they've got players they can ship out this summer to even that out.
Just because they have cap space now doesn't mean they should use it now. In fact, given the team's position, it's probably smarter to use that cap space to acquire a couple bad contracts and pick up draft picks rather than invest in a long-term piece in the UFA market. Holding on to that cap space will reduce the squeeze when it comes to having to sign the Nylanders, Marners, and Matthews of the world to their next contracts. If they're all on the roster next season, they'll be eligible to sign new deals the same summer Tavares is a UFA (and, for the record, I'm not specifically say the Leafs should wait for Tavares - he was just an example of a potential elite UFA that could be on the market in the near future). The Leafs need to have a long-term view, and, right now, that includes not making the kind of cap commitment adding a Stamkos would involve. That money can be used on short-term pieces that can be turned into assets that really help facilitate the team being a contender for an extended period. Being able to turn-over your secondary pieces and replace them with cheaper, younger, equally talented options is essential for long-term success - and to build that base, the Leafs still need to focus on adding picks and prospects for another year or two. That means more one and two year deals for guys they can hopefully flip at the trade deadline - even if it's only for 3rd/4th round picks.
Frank E said:
I agree that there's not much urgency here, but it's a pretty unique opportunity that may not present itself in the future. Nik's examples of guys coming into free-agency were generally before the advent of the extra year of contract term available to guys re-signing with their own teams. I don't doubt that there will be some good players that will go to UFA, but I'm not as sure you'll see a bona fide 40 goal center that's a team captain.
Honestly, if a guy wants out or simply wants to explore their options, that extra year isn't going to make them stick around. It's not a big enough incentive. As to whether or not we'll see a bona fide 40 goal centre that has captain experience . . . well, that may not happen in the time frame we're looking at, but, at the same time, that may not be the Leafs' biggest need when they're approaching contention. We could see a game-breaking winger, or a #1 defenceman, and those could be the hole the Leafs need to fill. That's another big reason to wait - we don't know what the primary piece the Leafs will need to push them over the top may be. Better to keep their options open until they A) know that if the current group of quality prospects is going to form the core that gets the Leafs to Cup contender status and B) have an understanding of where they have gaps.