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Real Kyper & Bourne

Locking in on Sundin-Chayka in Toronto

29 Apr 2026

Transcription

Chapter 1: What are the latest updates on Mats Sundin's potential role with the Maple Leafs?

6.528 - 26.026 Nick Kypreos

All right, let's get her going for the next two hours. The Real Kipper and Bourne Show. We're live on Sportsnet 360, Sportsnet Plus. Download us on YouTube, Spotify, Apple. Love the chats on YouTube. Are we on YouTube? I don't know.

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26.226 - 28.09 Justin Bourne

We're coming live, right?

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28.11 - 35.042 Nick Kypreos

We've got a, we've got a, uh, baseball game. So no fan five, uh, five 90, the fan, right?

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Chapter 2: How did last night's playoff games impact the Maple Leafs' situation?

35.623 - 39.811 Nick Kypreos

Five 90 to fan. No, we're not on the stream though. We're on sports net.

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39.831 - 40.071 Unknown

Yeah.

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40.191 - 41.153 Nick Kypreos

So alternate stream.

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41.253 - 46.643 Unknown

You got that right. So on sports at five 90, the fan on the website, on the alternate stream, you got that alternate stream. If,

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48.867 - 52.775 Nick Kypreos

If I asked you for a million dollars to tell you what the alternate stream is, I couldn't do it.

53.416 - 57.004 Unknown

It's just, it's, there's two streams and we'll put certain things on one and one of the other.

57.064 - 59.889 Nick Kypreos

And do you know what the alternate stream is?

60.27 - 66.242 Unknown

Back in the day, I used to know how to route them. Like I would put things on them and I could click. They used to trust me with stuff around here.

66.623 - 67.926 Justin Bourne

Yeah. They've since learned.

Chapter 3: What insights does Elliotte Friedman provide about Sundin and Chayka's potential pairing?

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95.257 - 100.664 Justin Bourne

There's some... Three monster hockey games. The playoff series just got fun. Yeah. Last couple nights.

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100.684 - 109.516 Nick Kypreos

Really. In the meantime, off the ice, around the Toronto Maple Leafs, it's fun too, isn't it, JB? I'm having a blast. I do.

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110.357 - 112.56 Justin Bourne

I don't know. What is it that's... I get a kick out of all this.

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113.041 - 130.457 Nick Kypreos

...blast-worthy for you right now? Because I'm not sure if the Leaf fans are at the point where we're hearing all these names for sure, and we'll get into them momentarily with Matt Sundin and John Chayka. But, Sammy, what's the feel out there?

Chapter 4: What are the implications for the Maple Leafs if Mats Sundin declines the offer?

131.038 - 137.425 Nick Kypreos

People getting tired, sick and tired of being sick and tired waiting? Or they want a decision one way or the other? What's the vibe?

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138.666 - 154.643 Unknown

I don't know. Here's what I'll say. And I've had these thoughts kind of today and just reading the discourse online and talking to my friends. And it sucks how negative everything is around this situation.

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154.707 - 178.289 Unknown

process and listen i'm a big part of it i come on here i'm not exactly a barrel of laughs every day talking about it i've been making fun of the quality of the candidates for two weeks here not making fun just observing on sure opining sure i i just i wish i could have a more positive outlook on this like having the name matt sundin involved It should be so cool.

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178.93 - 182.815 Unknown

And ultimately, anyone you talk to is balking at it.

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Chapter 5: How does John Chayka's past affect his potential role with the Leafs?

183.116 - 195.594 Unknown

Like, I just... It just... You're just worried about losing mats as a... No, I just... Don't you feel... I mean, you guys talk leaves. Everybody talks leaves to you in your life. Don't you feel that, like, the temperature around this right now is not great?

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196.675 - 230.24 Nick Kypreos

The only thing I could say on that is that it's... And I've covered a lot longer than you. Typically, in these scenarios... when you're talking about the Toronto Maple Leafs, you're always talking about like, what's the best out there and we want them or the link is there. This is so outside the box in terms of a typical process where very, very sought after job is out there.

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230.6 - 251.686 Nick Kypreos

And, you know, the names linked to it aren't the big ones for, for the first time maybe in a long time that we're not seeing the cachet names associated to this prestigious general manager's job. And people like Sammy and others are a little uncomfortable by it.

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251.706 - 258.255 Justin Bourne

Now, is that just timing? That's just kind of bad luck that the year that they happen to make managerial changes?

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258.387 - 274.741 Nick Kypreos

No, I think this is strategic on Keith Pelley's part. He's not interested in attacking... the biggest, most popular name out there.

Chapter 6: What challenges does the Maple Leafs organization face in this hiring process?

274.921 - 280.769 Nick Kypreos

And I think we could put Doug Armstrong at the top of that list. For sure.

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280.789 - 282.411 Justin Bourne

He seemed like the most obvious at the time.

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282.832 - 307.865 Nick Kypreos

If he really wanted him, I believe that we would have heard a lot more noise around that name. And it just, guys, it never got there. No. For me, anyways, I don't know. We're going to have Elliot on in about 25 minutes. Maybe he, as an insider, has... different people, different sources. And he can tell me Kipper, they went down that path or they, they, he couldn't get out.

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308.546 - 316.516 Nick Kypreos

They didn't want whatever the case is. I'm just saying from my perspective that there there's just none of that.

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317.017 - 329.873 Justin Bourne

And I guess, you know, there's no guarantee that one of these veteran proven names would come in and it would be so, so much better. But I do think that given the state of the organization right now, it does just feel like,

Chapter 7: What are the expectations for a Sundin and Chayka duo in Toronto?

329.853 - 347.554 Justin Bourne

it would feel better to have a steady hand on the wheel. Someone who's run a franchise and knows the ins and outs of the league and has relationships with Bettman and Daly and the other GMs. Like, it would feel better if it was like, okay, Armstrong's coming in, not sure how this is going to go, but I trust that it's going to go very professionally and all that.

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348.435 - 365.773 Justin Bourne

I will say right now, I don't know that a Sundin-Chaika combo... Would be better, worse, whatever. Who knows the alternate realities? But it does feel a lot more perilous. It feels like there's less of a safety net than there would be with one of the established names.

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366.715 - 384.095 Unknown

Yeah, I mean, that's perfectly said. Just, I think there's a world where it could work out. And I think we'd all, I mean, I don't think it's really hard to, to sort of picture that and sit here and be like, you know what? They hired Matt Sundin and it turned out he was great at it.

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384.236 - 401.743 Unknown

And John Chayka, after all those years off, learned from his mistakes that he made in Phoenix and he came in here and they built a strong team next year and they were back in the playoffs. Like, they hired a new coach, whatever. All of that feels possible, but nobody wants to have that conversation. And I don't know...

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401.842 - 430.09 Nick Kypreos

why that is i just i can't get a positive take from any of my friends yes i'm trying to i can't get one yeah yeah to your point whether or not you're you're open to matt sundin coming in and really learning on the job quickly yeah right especially if it's a in a very important role as hockey operations.

430.11 - 461.726 Nick Kypreos

And it really, at least it's the sense is that that's out there for him, whether he commits to it or he takes a portion of that, whatever the case is, ultimately he'll decide. I think there's an acceptance that, okay, it's not the first time someone like that has come in and learned on the job. Stevie Iserman, Joe Sackick. Who am I missing? Like Ron Francis.

462.186 - 484.604 Nick Kypreos

A lot of these guys have just come in and taken high-level jobs and... Managed to hang in there for quite a while here. Now, I mean, Stevie Eisenman took, I think, three years of shadowing Kenny Holland. And that certainly helped him. And forget about where the state of Detroit is and the decisions that he's made.

485.104 - 512.311 Nick Kypreos

But that's usually the sense is that those type of players come in and they get their feet wet a little bit. The one that is concerning is John Chayka, especially when it didn't end well for him with the then Phoenix Coyotes. That one might be a little trickier. So to your point, Sammy, where it's like, okay, he comes in, he paid the price for it.

512.532 - 537.405 Nick Kypreos

He's been out of the game for five years for whatever reasons, because he wanted to go open up 80 Wendy's or because he needed time away from it. Maybe the league needed time away from him as well. But we do know that, you know, he suffered a big penalty. The team suffered a big penalty. They lost a first and second rounder because he had conduct unbecoming, you know, with the CBA.

Chapter 8: What final thoughts do the hosts have on the future of the Maple Leafs?

570.611 - 585.073 Justin Bourne

I talked about how you don't just want to do things cookie cutter. Maybe he's just going to be looking for an angle, and I think you've got to have someone who's looking for an angle, and obviously he's a smart guy. Enough people have been like, all right, this guy knows what he's doing, that they bet on him.

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585.391 - 605.442 Justin Bourne

But, yeah, it's... The one thing is, like, you look at his past in the league, or even just his career history, and it's tough to... You hear some people say, well, he's got GM experience. And it's like, well, but it went bad. Like, they were a bad team. By the end of it, they were capped out. At your point, there's some things went wrong. So, like, I could...

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605.978 - 628.223 Justin Bourne

go somewhere and do a bad job yeah it's like it's not experience if it goes bad if you haven't figured out how to do it right so yeah we're kind of crossing our fingers going hopefully he learned some lessons hopefully with more resources and you can execute some of these maybe ideas maybe he he has you saw the brain scan stuff that was in an article from the other day no okay i didn't see that

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628.203 - 629.245 Unknown

What is it?

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629.385 - 650.096 Justin Bourne

It's at the end of a Jason Botchford article from 2020 where he just, you know, he used to write those articles like the, what are they called? Pravis or whatever. And the best story at the end was one of the things that they were looking into or Chico wanted to do was like brain scan stuff, like MRIs. And you could figure out which brains are more, you know, he's forward thinking.

650.576 - 661.349 Justin Bourne

He was looking at some different angles of doing things is all I'm saying. I'm saying there's some, You read the article. Okay. I'll catch that one.

661.37 - 663.713 Unknown

Guys, what do you want me to say?

663.773 - 667.157 Nick Kypreos

If they X-rayed the three of ours, what would they see? Like a P?

667.418 - 667.798 Unknown

Smart.

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