Over the past five years the Toronto Maple Leafs have remained relatively quiet on trade deadline day, but they’ve had a few big trades leading up to the NHL’s busiest day of the year.
Here’s a look at the Leafs’ trade deadline moves since 2009-10.
2010 Trade Deadline
2010 5th rd pick 
D Martin Skoula
D Chris Peluso 
2010 6th rd pick
D Matt Jones, 2010 4th rd pick, 2010 7th rd pick 
F Lee Stempniak
2011 7th rd pick 
G Joey MacDonald
The 2010 trade deadline was by far the biggest trade deadline day in recent years for the Maple Leafs, as they pulled off four trades in the 24-hour period leading up to the deadline.
Most of the deals were minor, with the exception of the Leafs moving forward Lee Stempniak to the Coyotes in exchange for defenceman Matt Jones, a 2010 fourth round draft pick, and a 2010 seventh round draft pick.
Jones never played a game with the Leafs, and those picks – after a couple of other moves – turned into Petter Granberg, Daniel Brodin, and David Broll.
Certainly the haul wasn’t great for the Leafs, but with just 25 goals and 61 points in 123 games in Toronto, Stempniak wasn’t living up to what the club had hoped he would be when they acquired him for Alex Steen.
The day before the deadline the Leafs sent Alexei Ponikarovsky to the Pittsburgh Penguins for Luca Caputi and Martin Skoula. At the time, Ponikarovsky was the second-longest tenured player on the Leafs having played 477 games with the club since being drafted in the fourth round of the 1998 draft.
2011 Trade Deadline
2012 7th rd pick 
F John Mitchell
A year after making four trades at the deadline, 2011 was a relatively slow day for the Leafs. However, the two weeks leading up to the deadline itself yielded four different trades with a couple of big names being exchanged.
The Leafs dealt defenseman Francois Beauchemin to the Anaheim Ducks for Jake Gardiner, Joffrey Lupul and a 2013 conditional fourth round pick. Although both Lupul and Gardiner have come under criticism at times, there’s no denying both have played a pivotal role with the Leafs at times in recent years, and Lupul in particular has been an offensive threat when healthy.
The club also sent Kris Versteeg to the Philadelphia Flyers, and Tomas Kaberle, the longest-tenured Leaf at the time, to the Boston Bruins in exchange for picks and prospects.
2012 Trade Deadline
F Carter Ashton 
D Keith Aulie
D Mark Fraser F Dale Mitchell
The Leafs were quiet leading up to the 2012 deadline.
Deadline day itself yielded a pair of trades, but neither were significant. The duo of Ashton and Fraser combined for 118 games in Toronto accounting for no goals and 12 assists. At least the Leafs didn’t give up much in the process.
2013 Trade Deadline
D Ryan O’Byrne 
2014 4th rd pick
On this deadline day the Leafs’ only trade involved the acquisition of defenseman Ryan O’Byrne from the Colorado Avalanche in exchange for a fourth round pick. O’Byrne played a grand total of eight games with the Leafs and he now plays overseas in Switzerland. Not exactly a win for Toronto. The Avalanche grabbed forward Nick Magyar with Toronto’s draft pick. Magyar, 18, is a long-term prospect with the Kitchener Rangers who has 14 goals and 26 points in 47 games this season.
Once again the Leafs made a trio of moves in the month leading up to the deadline, dumping veterans such as Mike Brown and David Steckel.
2014 Trade Deadline
The Leafs were completely invisible on deadline day last year, as they failed to make a single trade. The only deal the club made leading up to the deadline was way back in January when they sent Mark Fraser to the Edmonton Oilers.
This year could be a completely different story for Toronto, as rumours swirl the team is ready for a complete tear-down.
