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Real Kyper & Bourne

How Free Agents View the Toronto Market

11 May 2026

Transcription

Chapter 1: What are the implications of Shane Doan's departure for the Leafs?

8.3 - 42.46 Nick Kypreos

All right, I'm back. Hooray! Start of a big week on The Real Kipper and Bourne Show. We're live on Sportsnet 360, 590 The Fan in Toronto, streaming always on Sportsnet+. Catch us on Spotify, Apple Podcasts, and YouTube. If you cannot catch us live, Nick Kiprios, Justin Bourne, Sammy McKee, Jake the Snake Schultz, Double A? Andrew Adams? Yep. Wow. Not a typo?

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42.801 - 49.832 Justin Bourne

No, because I walked in there today to hand in the original lineup, and it was him sitting there, and he said Derek called in literally 10 minutes ago, so I had the chance to change it.

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49.892 - 56.381 Sam McKee

I like that you have to say it with extreme caution. Andrew Adams? I like to keep you on your toes, guys.

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56.401 - 73.576 Nick Kypreos

We got a terrific two hours. Gary Gally will join us at the top of the hour. And Kirk Muller, who took out the torch last night. And an electric, electric night in Montreal.

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73.937 - 74.959 Justin Bourne

Oh, my God.

Chapter 2: How does John Chayka's reputation affect free agent perceptions?

75.26 - 87.116 Justin Bourne

First building that's ever been loud? I will say it's a tough scene online. It's like, oh, the Montreal building loud for a playoff game. Here's 5,000 words. It's like, yeah, shocker. Shocker they like it there.

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87.517 - 97.591 Nick Kypreos

Four unanswered goals and not a commanding lead in the series, but I think emotionally people are feeling it right now.

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98.452 - 103.579 Sam McKee

Tough to imagine a world where they get beat three straight here, isn't it? They look really good.

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103.711 - 104.493 Nick Kypreos

They look really good.

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104.754 - 106.197 Justin Bourne

Surprised how good they look.

106.398 - 126 Nick Kypreos

In the meantime, what do you got for me in Leafland? I mean, what do you got? You've been away. It hurt anything? Well, my daughter graduated this past weekend. Got a chance to hang out with her. Not too many... Not too much Leaf talk in South Carolina. I got to be honest with you.

Chapter 3: What impact do Auston Matthews' comments have on the Leafs' free-agent outlook?

126.06 - 131.532 Justin Bourne

How was the graduation? I went to one in Florida for my cousin. A lot of pomp and circumstance. How was it there? It's a big deal.

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131.652 - 146.106 Nick Kypreos

Yeah. It's a big deal. I couldn't even tell you. My sister's graduation. I think I got mailed a diploma. And then my cousin, another Nick Kiprio, stole my credit.

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146.186 - 150.953 Sam McKee

What did you graduate from exactly? High school. Let's just be clear here.

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150.973 - 160.667 Nick Kypreos

Dr. Norman Bethune, George Vanier. I got a lot of high school behind me. It's not a big deal. Graduating.

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161.103 - 162.526 Sam McKee

Yeah, that's awesome.

162.646 - 163.868 Justin Bourne

And he recognizes down there?

Chapter 4: What does Mitch Marner's playoff performance reveal about his time with the Leafs?

164.029 - 165.431 Justin Bourne

Anybody like, hey, Nick, I love the show?

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166.093 - 193.782 Nick Kypreos

I got to be honest with you. So we're in this auditorium. There's about 9,000, 10,000 people. And the campus is sick. I would put this auditorium that Clemson plays basketball in probably up against... Half the NBA's league for like a facility, not probably, you know, shy about 8,000 people, but still it's phenomenal. I mean, that's awesome.

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194.042 - 222.052 Nick Kypreos

So just prior to that morning, my wife's like, you don't pay attention to me. I say, I pay attention. I do. I do. I do pay attention to you. So sure enough, before the ceremony starts, they honor like the military and they, I wasn't paying attention. And they said, for those of you that have served, please stand up. And I'm thinking I'm standing up and applauding all the people in the military.

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223.354 - 229.404 Nick Kypreos

And now I got, like, everybody, like, looking at me and applauding.

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229.444 - 232.309 Unknown

You stood up and took a round of applause.

232.329 - 234.593 Nick Kypreos

I took a round for service.

Chapter 5: What potential trade scenarios exist for Auston Matthews?

235.534 - 262.432 Nick Kypreos

And now I'm cooked. I'm cooked because the moment it's over, people come up to me and they're asking me, you know, where I served. And now I'm like, there's no going back. You committed to the bit? Yes. And all I said was special service, special service, like deep undercover. I can't tell you.

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262.453 - 264.496 Sam McKee

It's classified. That is truly hilarious.

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264.956 - 274.797 Nick Kypreos

And then I raced out of there. Wow. Yeah, my wife was not happy, by the way. She's like, you're such an idiot.

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275.397 - 280.124 Sam McKee

That's truly, like, that's very Seinfeld. You love Seinfeld? It is extremely Seinfeld.

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280.144 - 282.988 Nick Kypreos

Yeah, that's George in the limo, I guess.

283.548 - 290.518 Sam McKee

That's fantastic. Great story. Everyone here thought you were getting interviewed for various positions around the league.

Chapter 6: Should the Leafs consider trading down from the first overall pick?

290.698 - 292.801 Nick Kypreos

Yeah. That was the talk in Toronto.

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292.901 - 293.862 Sam McKee

Vancouver, mostly.

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293.842 - 294.523 Nick Kypreos

Oh gosh.

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294.964 - 307.111 Justin Bourne

Yeah. Yeah. I mean, there's some, there's some few, I mean, people had amazing theories in the YouTube chat line. Like it was just, you know, he's interviewing with Sundin. He's doing this. He's an own sound. There was tons of different.

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307.131 - 324.861 Nick Kypreos

I don't think they, Matt's or John need help at this point. No. Just getting their feet wet now. We don't know. They're minus Shane Doan, right? Officially. Yeah. But not a real surprise there.

325.432 - 326.354 Justin Bourne

Definitely no surprise.

Chapter 7: What are the signs indicating Craig Berube's future with the team?

327.075 - 345.387 Justin Bourne

I would say that I listened to part of my take today, which is popular American sports podcast. And Paul Bissonette was on there today. And if you're interested in this sort of the backstory between Chica and Shane Doan, there definitely is one. He explained it. He went through it. Some of his sort of rationale for cutting out in the least, but like there is a bit of a backstory with those two.

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345.527 - 348.132 Justin Bourne

So I don't know what the actual facts are, but there's some stuff there.

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349.242 - 354.128 Nick Kypreos

I wasn't paying complete attention. No way. Sorry, Corporal.

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354.148 - 355.67 Justin Bourne

What was that?

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355.69 - 362.678 Nick Kypreos

Thank you. Biz is no longer, like, cheering for the Leafs.

362.699 - 363.58 Justin Bourne

Yeah, he's out of the Leafs.

363.6 - 369.267 Nick Kypreos

He's done. Yes. And for personal reasons, because it's tied into Shane Doan.

369.447 - 379.756 Justin Bourne

Yes. And Shane Doan, when Chyka took over the Coyotes... When he was, what, 26, right?

Chapter 8: How do free agents view the Toronto market compared to other teams?

380.056 - 394.867 Justin Bourne

And Doan was near the last of his career. And he had had a bad year. And he didn't know if he was going to play anymore. But he didn't know what was going to happen. And basically, Chayka told him that he's not going to be part of it anymore. And then, you know, as a big Mr. Arizona, you know how popular he is there. Yeah. That was taken the wrong way.

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394.887 - 402.617 Justin Bourne

A lot of people in the league, a lot of people didn't love that. So that was a big part of the reason that biz quit on them and sort of the context for the Chica-Done sort of relationship.

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402.637 - 417.379 Sam McKee

Yeah, I think a lot of people thought Don't should have been kind of tossed. If you want to play fourth line for a million bucks, year-end swan song contract. Chica is an analytics guy, and that was supposed to be more cutthroat and not good enough. So, I mean, you can sit on either side of that.

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417.439 - 426.539 Sam McKee

I think there's a fair case to be made that Doan wasn't coming off some electric season, putting up huge numbers where he had to have them. But I do appreciate the respect owed. And so, yeah, there's both sides of that.

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427.101 - 428.023 Nick Kypreos

Yeah.

428.043 - 430.729 Sam McKee

Keep him in the org if you want him in the front role or front office role.

430.869 - 448.996 Nick Kypreos

For a guy back then in, what, 26, 27... Be interesting to know if he could go back and do it all over again, whether or not it would be worth it to him just to say, okay, it's not like I'm making decisions now for a Stanley Cup championship run here. Totally.

449.116 - 449.196

Yep.

449.362 - 457.235 Nick Kypreos

Adding him on as a 13th forward, hey, I may play 40, 50, 60 games. We'll see how injuries goes.

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