Every Wednesday, we publish a little back-and-forth we have via email. We call it the Chip ‘n’ Chase. Yes, it’s a terrible name. Enjoy.

Jason Brough: Hey buddy, so I was just looking back at the list of free agents who signed big, long-term deals with new teams over the summer. Not many success stories, to say the least. David Clarkson and Stephen Weiss are off to terrible starts. Ryane Clowe has barely played. I guess Vincent Lecavalier’s been OK. And while I’ll concede that Valtteri Filppula and Mike Ribeiro have been decent, let’s just say I worry for the Florida Panthers when I hear their new owner saying stuff like, “We intend on being in the free-agent market in a significant way. We’re here to build a winner. … We want to patiently win now.” Vinnie Viola may have an awesome name, but I’m not positive his “patiently win now” strategy is a good one. Or even theoretically possible.

Mike Halford: I worry about this approach, too. Remember when Terry Pegula tried it in Buffalo? If you don’t, watch this video of a landfill on fire; it’s basically the same thing. Giving a general manager gobs of cash to “fix” things in free agency is like putting down your credit card at the bar — once the fun is over, all you’re left with are receipts and regret (“$27 million for Ville Leino? I did that?”) In a lot of cases, the real value in free agency is in the flawed, cheap guys that are still hanging around after the more attractive players have been signed. There’s another bar analogy I could use for this, but I won’t.

JB: I just pictured Mason Raymond sitting alone on a bar stool. He looked so sad and lonely when the lights came on. Nathan Gerbe and Mike Santorelli were there too, singing a duet on karaoke. I’m not comfortable with this analogy anymore. But I will say that all three of those guys have been solid bargain pick-ups. Gerbe and Santorelli actually signed two-way deals; that’s how little leverage they had in negotiations. Of course, the problem with going after the “flawed” guys is you can totally strike out on them, and then you look like a terrible GM. Like what was Jim Rutherford thinking with Mike Komisarek? And did Mike Gillis miss the memo that Zach Hamill was a bust? You win some, you lose some. But at least with the bargain guys, your losses aren’t crippling. Here’s a question: of all the teams in the NHL, which one do you think has the worst collection of contracts?

MH: I think the obvious response is “Philadelphia,” or “the Flyers,” or “whatever team Paul Holmgren’s in charge of.” But after some serious number-crunching…yeah, it’s still the Flyers. Put it this way — there’s a spirited debate to be had over who has the worst contract in Philly. Is it six-goal man Scott Hartnell, who’s earning $4.75 million per season until 2019? Is it Niklas Grossmann, who somehow got $14 million after playing just 22 games for the Flyers? Can’t imagine anybody in Philly’s happy that Luke Schenn, who’s been a healthy scratch this season, is making $3.6 million this year… and next year… and the year after that. Oh, and we haven’t even broached the old-man Mark Streit deal yet. Or the Ilya Bryzgalov buyout. Or the…

JB: You could have a good career as a PHT commenter with that rant against Holmgren. It’s not a particularly well-paying career, but it does have dental, oddly enough. I think a lot of people would answer the Flyers to that question, but let’s be honest, they’re not the only franchise with multiple bad contracts. I’m looking at New Jersey and seeing quite a few under-performers. Ditto for Washington. You already mentioned the Sabres, though at least they have their two compliance buyouts left. Which brings us to the Leafs, who don’t have any compliance buyouts left and, in my opinion, rival the Flyers in terms of bad contracts. I already mentioned Clarkson, a 29-year-old forward with 99 career NHL goals, which doesn’t seem to mesh with that $36.75 million contract. I wouldn’t have given Tyler Bozak the money he got either. And nobody’s been willing to take John-Michael Liles off their hands. The Leafs are a bad team. They have three regulation wins in their last 21 games. Read that again. That’s awful. At this rate, I’m not sure if Randy Carlyle lasts the season.

MH: Totally agree about Carlyle; his job has to be on the line. And remember, Dave Nonis didn’t hire him. He was a Brian Burke guy. But you know what’s so typical? Both Carlyle and Jack Capuano are feeling major heat just months after getting consideration for the Jack Adams. I’ve actually been thinking more about a coach who received exactly zero Jack Adams votes last year: Claude Noel. Have you listened to this guy after the Jets lose? Might be the most critical coach in the league, and he delivers his message with the subtlety of a shovel to the face. After Tuesday’s loss in Buffalo, he accused the Jets of just showing up to play, then said “[and] we’re not good enough to play that way.” Other great moments in morale-boosting include Noel saying “it’s not like we’re world-beaters,” calling the Jets’ power-play “demoralizing,” and — here’s my favorite — lamenting the fact he doesn’t have “enough players to sit everybody.” Then there’s his relationship with Evander Kane. Put it this way — if you’re a kid and Noel and Kane are your parents, um, wouldn’t it be totally awesome to have two Christmases every year?

JB: From all I’ve read, Jets GM Kevin Cheveldayoff is loathe to fire Noel. And really, at this point, the team is all but out of the playoff race. Might be best to wait until the summer if it’s going to happen. If I had to guess, Kane will be traded eventually. Might be very soon, might be a bit later. But he clearly has an issue with the organization, and I doubt the Jets are head-over-heels in love with him, talented as he may be. But there I go again, making a big deal out of some dumb picture he took in Vegas. Typical media, always trying to stir it up. So while I’m at it, I think Dustin Byfuglien could get traded too. But that’s mostly because the Jets have Jacob Trouba now. Kid’s only 19 and he’s playing 20 minutes a game. Not too shabby.

MH: You mentioned Kane in Vegas, so I gotta ask — what do you think of all this talk of the NHL expanding to Sin City? Repeat: NHL IN VEGAS. This idea is so money Kane could make 100 money phones out of it. I also enjoy that the Maloofs have been floated as potential owners. Can you even imagine? Let’s ask the Google machine what it thinks about that:

I think the last one is my favorite.

JB: I really don’t care who owns the team. The Maloofs? Jerry Bruckheimer? Carrot Top? Sure, whatever. I just need it to happen. I can’t imagine the players would have a problem with a few road trips there either. I wonder where the visiting teams would stay. The Bellagio? Another big casino? I could see that being an issue. “He can’t play. He’s got an upper-body injury.” “Could you be more specific, coach?” “Blackjack elbow, day to day. Any other questions?”

MH: “Why are you wearing a leisure suit?”