If the Maple Leafs had come out of the 2026 NHL Draft Lottery without the first-overall pick, the whole thing could have gone sideways in a hurry.
Instead, Toronto won the lottery and landed Gavin McKenna. That is the reality. But there were a couple of very different paths this could have taken, and neither one would have been nearly as clean for the Leafs.
In one version, two teams jump ahead of Toronto. Even if only one club that finished behind the Leafs moved up in front of them, Toronto would have slid to sixth overall.
At that point, the Boston Bruins would have taken the pick, and the Leafs’ tank would have meant nothing. John Chayka then would have been left trying to fix the roster without McKenna, which, as the source puts it, would have been an absolute disaster.
Without him, the Leafs would have had trouble signing free agents like Sergei Bobrovsky.
A second scenario is a little kinder to Toronto, but still not ideal. In that version, the Vancouver Canucks win the top pick and another team, such as the New York Rangers, grabs second.
That would leave the Leafs with the fifth-overall selection. They could have kept it, but Chayka also would have had every reason to move it.
Unless he believed he could get a high-end blueliner like Chase Reid or Keaton Verhoeff, the pick would have been Toronto’s best trade chip. The logic is simple: the team is supposed to be retooling, not rebuilding, and Verhoeff or Reid likely wouldn’t help this NHL season anyway. They could be two or three years away from making a real impact.
Trading that pick might have brought back something similar to what the Chicago Blackhawks got with the fourth-overall selection, which netted Bowen Byram. The Leafs would not necessarily have landed Byram, but the kind of player available through that kind of deal would have been in that range.
Keeping the pick and using it on a top defenseman would have sent a different message entirely. It would have looked like a rebuild, and that is not the signal Chayka wanted to send.
So while Toronto’s actual outcome was already a win, the first-overall pick made it a dream result. The Leafs kept their first-rounder, landed McKenna, and avoided the messier versions of this alternate reality. In that sense, the hockey gods were kind to Toronto.
In Other News...
Patrick Kane Twist Leaves Maple Leafs Facing Another Painful Pivot
Patrick Kanes free-agent picture appears to be coming into focus, and it is not breaking Torontos way. Chris Chelios said he spoke directly with Kane and believes the wingers market has narrowed, leaving the Maple Leafs on the outside as the veteran weighs his next stop. For a club still looking to add some finishing touch up front, the update is another reminder that the most recognizable names do not always line up with the cleanest fit.
What makes the pivot sting is that Torontos level of interest has never been entirely clear, even as Kane lingered as a plausible target. With that door now effectively closed, the Leafs may have to shift to thinner alternatives on the wing, with Eeli Tolvanen among the remaining options worth watching. It is the kind of late-summer turn that can force a team to choose between patience and a move that feels more like settling than solving. [Read more 🡒]
Matthew Knies Just Made Toronto's Toughest Trade Debate Even Harder
The price tag on young NHL talent keeps climbing, and that only makes Matthew Knies look better for Toronto. While other top prospects and young stars are landing richer deals or forcing their way into bigger negotiations, Knies remains locked in at $7.75 million per year through the 2030-31 season, a number that feels increasingly friendly for a player the Maple Leafs still view as a major part of their future.
That bargain is part of what has made Knies such a tricky name to even put in trade conversations. Toronto wants a quick path back to contention, and the wing depth around the roster gives the front office options, but moving a player with this kind of upside and cost control is not a simple decision. The Leafs may have reasons to listen, yet the longer the market keeps resetting upward, the harder it gets to imagine replacing what Knies already gives them. [Read more 🡒]
Matthew Knies Is Starting To Look Like A Massive Leafs Win
The market for young NHL forwards keeps climbing, and the latest benchmark came when the Flyers locked up Trevor Zegras on a four-year deal worth $9.125 million a year. For Toronto, that kind of number only sharpens the view of Matthew Knies six-year, $46.5 million contract, which already looked sensible when it was signed and now sits even better against the going rate for players in that age bracket.
Knies has given the Leafs real value on the ice, too, with a breakout season that showed why the team was comfortable making a long-term bet. As salaries for ascending forwards keep pushing higher, Toronto has to like where it landed with a player who is still trending up and whose deal leaves the club with more flexibility than many of its peers enjoy. [Read more 🡒]
