Are you? What's the odds that any of those picks turn into a player the caliber of a Aho, Marner, etc?
Yeah, as long as I wasn't like Ottawa-bad I wouldn't be afraid of the 1st picks. It's also a question of immediacy - you get an established star player onto the roster NOW, ready to roll, and as GM - well who knows if you'll even be around in 3 or 4 years to make the last picks, let alone in 8 years or whenever those players eventually make the league. As a middle of the pack team in the modern age of parity, I'd like to think a couple moves and one superstar added NOW could make me a contender. And it's all about trying to win.
The problem is, to make those teams actually not match the offer sheet... you'd have to stack the deal so badly that it hurts you more than helps you - like a $12M AAV on a 5-year term that takes the player to UFA, say. A contract like that PLUS losing 4 1sts... that's a tall order to give up. But that's about the only way you even have a chance of getting one of the big RFAs right?
So to me, it's not so much about the teams on either side of the equation. Teams who own the player will match, and teams making offer sheets can't quite stomach making the magnitude of offer it would take for the other team to not match. Instead, it's a mechanism the PLAYER should take more advantage of, just like the Aho situation. Marner or Point could have easily signed offer sheets for $10.4M AAV and 5-year term at 1st+1st+2nd+3rd compensation. And their teams will match. And they'll get the contracts they want and get to stay with the teams they want to stay on.
Sounds like Laine should go that route now, because maybe there is at least a hint that he and Winnipeg aren't quite so closely bound as some of these other players are with their teams?