Toronto's building a superteam and the architect will surprise you

If Toronto wants to end their Stanley Cup drought, they need a dynasty-esque roster. They may be working towards it and the builder is someone you'd never expect.

You have to hand it to John Chayka for at least trying his best to give the Toronto Maple Leafs a makeover this summer. He traded away names like Joseph Woll and Nick Robertson while bringing in new faces like Nick Paul and Darren Raddysh; not to mention Sergei Bobrovsky.

Toronto's bottom-six is completely transformed, they finally have a true starter, and while there are still holes to figure out in the rest of the lineup it's at least a great foundation for the team to build something even stronger going forward.

They have a star-studded cast though remain perhaps another star or two away from really being solidified as perennial contenders. It's not for a lack of trying, it's just extremely hard to pull off deals or signings without heavily handicapping yourself.

Bissonnette theorizes Toronto's dynasty won't be built by John Chayka but instead Judd Moldaver

But what if Toronto were able to bring in the likes of Connor McDavid and Zach Werenski in addition to Auston Matthews? Sounds crazy right?

Well, if you're Judd Moldaver it's a pretty good idea and it sounds like the agent may have a plan - he's just biding his time. At least that's the theory that NHL analyst Paul Bissonnette put out into the ether on the Spittin' Chiclets podcast:

Can I tell you what my theory is on all of this? My theory is that super agent Judd, who runs the league, is like, you know what, I want Werenski playing in Toronto considering all the unbelievable things that they have going on with Gavin McKenna, (Sergei) Bobrovsky; Bob hadn't signed yet, but he probably knew because he's a super agent and he knows everything.

And then getting Gavin McKenna. (Justin) Bieber's calling out Matthews to drop the welcome message to Gavin McKenna...I think that Judd wanted to cultivate one of the super teams in the league.

It sounds incredibly fantastical that we would see a team like that built in Toronto, especially with the salary cap and how different that system is compared to other professional sports leagues. But Moldaver also holds a lot of power, and he's always in the ear of his clients.

McDavid, Werenski, and Matthews are all free agents in 2028 and Moldaver runs the show

Now, we know Moldaver is getting paid whenever these guys sign new deals. But where they end up is the biggest question mark. Moldaver was born in Toronto and reportedly grew up around the downtown core so he knows how important winning is to the city.

He's in a position to convince those guys to all play together alongside McKenna, Bobvrovsky, Matthew Knies, Easton Cowan and we could really see a dynastic group put together. You have McDavid and Matthews as your 1C/2C, Werenski in his prime running the D, McKenna being a lot more comfortable...oh and don't forget William Nylander too.

It's certainly a matter of getting the money right, but there could be a world where Moldaver convinces the trio to sign similarly structured deals that line up with a three-year window at a high AAV, push all-in, then if it fails; move on.

But if it succeeds, then you have an ever rising cap with players who have just won in the hardest city to win in, with a fanbase who will build statues and tell their great-great-grandchildren about it.

We've seen what dynasties can do for teams like the Los Angeles Dodgers, Golden State Warriors, and Kansas City Chiefs - maybe it's a matter of time before we add Toronto the list.

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