Toronto Maple Leafs trade deadline quiz
How well do you know the history of Maple Leafs deadline moves?
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Let’s start off by going back to one of the few deadline deals that seemed like a nice haul for the Leafs. In 1989, they landed not one but two first-round picks in exchange for which player? *
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The Leafs didn’t make a move on deadline day in 1993, and only made one trade in the weeks leading up to it. That one saw them send a ninth-round pick – yes, that was a thing back then – to Ottawa for minor league defenseman Brad Miller. He never played a game for the Leafs; who did the Senators take with that ninth-rounder? *
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The 1994 deadline saw the Leafs swap one future Hall-of-Famer for another when they sent Glenn Anderson to the Rangers in a deal for Mike Gartner. While Gartner’s time in Toronto was short (he was traded by the 1996 offseason), what did he do as a Maple Leaf more often than he had done in the rest of his other 17 NHL seasons? *
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The 1996 deadline is best remembered for the Leafs bringing back Wendel Clark in a blockbuster trade with the Islanders. Which of the following statements is not true of that trade? *
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There’s not much to be said about the infamous Larry Murphy deadline day deal in 1997, which saw the Leafs send the future Hall-of-Famer to Detroit for… uh, nothing. But which other well-known veteran did the rebuilding Leafs ship out that same day? *
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Which veteran defenseman was not involved in a Maple Leafs deadline deal in 1998? *
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One of the most maligned deadline moves in modern franchise history came in 2001, when after a year of rumors linking them to Eric Lindros, the Leafs had to settle for Aki Berg. He cost them Adam Mair and a second-round pick, who the Kings used on which useful forward? *
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The Leafs had a quiet deadline in 2002, making just one move. That one brought in which well-known veteran that barely anyone remembers being a Maple Leaf? *
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Pat Quinn went all-in to get Owen Nolan in the leadup at the 2003 deadline. The deal cost the Leafs Alyn McCauley, prospect Brad Boyes and a first-round pick in the incredibly deep 2003 draft. The Sharks eventually flipped the pick to another team. Which player ended up being taken with that Leafs pick? *
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Arguably the biggest deadline deal in Maple Leafs history came when rookie GM John Ferguson Jr. swung big to land Brian Leetch in 2004. The price was high, costing the Maple Leafs two prospects along with a first and a second. All told, how many games did the Rangers get out of the four assets the Leafs sent them for Leetch? *
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Plodding faceoff specialist Yanic Perreault had three separate stints with the Maple Leafs, two of which came via deadline deals. In 2007, the Leafs sent a second-round pick to the Coyotes a deal for Perreault. That pick was later traded to Nashville; who did the Predators use it on? *
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The 2008 deadline is one of the most memorable in Maple Leafs history, for all the wrong reasons. With John Ferguson Jr. fired, Cliff Fletcher back on an interim basis, and the fan base crying out for a long-needed rebuild, the Leafs do next to nothing because their best veteran players all refuse to waive their no-trade clauses. Which player was not a part of the infamous “Muskoka Five” along with Mats Sundin and Tomas Kaberle? *
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The 2009 deadline was Brian Burke’s first as Leafs GM. He gets picks for Nik Antropov and Dominic Moore, but maybe his most memorable deal sees him acquire which star? *
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The 2011 deadline saw Burke do some of his best work, getting a first-rounder for Kris Versteeg and sending Tomas Kaberle for a haul that includes another first. The Leafs don’t ever use that one, though – why? *
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The Leafs didn’t do much at the 2013 deadline, but it wasn’t for lack of trying on the part of Dave Nonis. According to Sportsnet, the Leafs had a deal in place to land what major name before it fell through? *
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The most shocking deadline deal in recent Leafs history may be the 2015 deal that sent David Clarkson and his contract to the Blue Jackets for the right to LTIR Nathan Horton. After scoring just 15 goals in two seasons in Toronto, how many did Clarkson go on to score in Columbus? *
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Which player did the Leafs trade away at the 2015 deadline in exchange for a second-rounder, then re-sign that offseason, then trade again at the 2016 deadline for another second-rounder? *
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It was a weird sight in 2018 when the Leafs rented long-time Habs forward Tomas Plekanec. He cost them a second-rounder and two prospects, one of which was the son of a former Maple Leafs – who was it? *
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The Leafs had a relatively quiet 2020 deadline, which was somewhat surprising because that year’s deadline came just two days after what memorable event? *
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Finally, I guess we have to talk about last year’s deadline. It was a bit of a disaster, at least in hindsight, with the Leafs trading away picks without adding anyone that helped much in the playoffs. How many total draft picks did the Leafs give up to get an injured Nick Foligno, two games of Riley Nash, a third-string goalie, and veteran depth? *
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