If they extend him before July 13, other teams won't have a chance to make any offers.

I will shoot myself if Campbell leaves. Between Hyman, a lack of post season success, and years and years of pain, the Leafs deserve atleast one good thing.

On a more relevant point, I think the Leafs likely try to sign Campbell before the offseason. He likely (hopefully) takes a slight paycut considering he evidently likes Toronto, but we are still looking at 5 × 5 here. Toronto can easily facilitate a cap hit like that by moving Kerfoot, who has quite a bit of value, and Holl. Campbell wants to stay in Toronto.

Makes sense, and I hope Toronto is able to do sign him before free agency. It's just that Jack has waited soooooo long to get his shot in the NHL, he's never been a bad goalie. He never got a fair chance in Dallas, and he had to compete with Quick and Peterson for years in LA. This in Campbell's one shot at a big payday. Guess we'll wait and see

I think he’ll stay.

A price tag can range anywhere from 4 - 5.5 IMO.

I bet he takes a discount and goes near 4.5 - 5.

Obviously this is his biggest chance at a huge payday, but a discount will happen for 2 main reasons.
-he is a very genuine guy and loves Toronto (the players, fans, city, etc..
-as mentioned by mk458 above, he never got a real chance anywhere else. Despite being a good goalie, he never got a true chance at being a starter.
Toronto took a chance on him, eased him into it, and now he’s proving to be one of the best goalies in the league. I think the fact that Toronto did that for him is something he doesn’t take lightly. He recognizes that this is a really good place to be (despite the lack of playoff success). The organization is one of the best.

Edit: I also don’t think Campbell is in it for the money at all. I think the team fit is more important for him than the money.

Can the Oilers afford him.? You have Smith and Klefbom on LTIR. Is that going to continue all of next year?

IMO the Leafs can't afford him next season partly due to the Ritchie and Mrazrek contracts. What teams have that cap that might want Campbell. Hawks and even the Cup contender Colorado.

I think people might be underestimating. He's 29 with less than $5M in career earnings. He should be seeking a significant payday and likely will. I'd estimate at least $6M x 5 years. If Toronto can get him to commit before free agency, that's in the ballpark. If not, he'll get it on the market.