4 players that the Toronto Maple Leafs gave up on too soon this century

Over the years, the Toronto Maple Leafs have meticulously drafted many promising prospects with sincere hopes that, some day, they could actually help the team in one way or another.

For some of those prospects, like Morgan Rielly, Auston Matthews, Mitch Marner and William Nylander to name a few, they have evolved and became an integral part of the Toronto Maple Leafs roster for many years. Whereas for many others that were less fortunate, they did not end up lasting long enough to stay within the organization to provide the potential impact that was expected of them.

However, there have been a select few of those castoffs that have managed to find some level of success after leaving the Maple Leafs organization. In fact, some had even gone on to make significant contributions with their new teams in helping them become a winner. As a result, had the Leafs held onto them a little longer, things could have been a lot more different in their perennial quest for the Stanley Cup.

Here, we will take a look at four players that the Maple Leafs actually gave up on just a little too soon within this part of the century. And just to the luck of the Leafs, these players ended up being key pieces on their new teams, with some even leading them to the elusive Stanley Cup.

With the surprising trades by the Leafs of both of their young defensemen in Rasmus Sandin and Timothy Liljegren in recent years, hopefully they don’t end up on this distinguished list in the not-so-distant future as well. Otherwise, the Maple Leafs could be regretting the lost as much as some of these precious talents that they once had a firm grasp of.

4 players that the Toronto Maple Leafs gave up on too soon

Carter Verhaeghe

Selected by the Toronto Maple Leafs in the third round of the 2013 NHL Entry Draft, Carter Verhaeghe never really had the opportunity to show what he could bring to the organization. Having spent most of his time developing in the OHL with the Niagara IceDogs, Verhaeghe appeared in all but two games for the Toronto Marlies before he became part of a huge multiplayer trade with the New York Islanders in 2015.

With the Leafs looking to do some housecleaning as part of their rebuild, Verhaeghe was one of five supposingly expendable players that was sent to the Islanders in exchange for short-handed goal specialist Michael Grabner.

It actually took Verhaeghe a little while to get his game together as he would spend another few years in the minors before finally getting his chance in the NHL with the Tampa Bay Lightning.

Playing primarily in their bottom-six, he managed to get into 52 regular season games along with another 8 playoff games en route to the Lightning’s Stanley Cup win in 2019-20. That championship run proved to be vital in Verhaeghe’s growth and development. That was because he would subsequently bring that experience to his game with the Florida Panthers where he ultimately exploded into a star.

Verhaeghe has become a key top-six forward with the Panthers, transforming into a 30+ goal scorer in the past two seasons and helping them capture their first ever Stanley Cup just last season.

Had the Leafs had some patience and let his game develop, he would definitely be an important part of their own top-six right now. As for Grabner, all the Leafs got out of him was 9 goals and 18 points in 80 games in a throw-away season in 2015-16.

Brad Boyes

The Maple Leafs had high hopes for Mississauga native Brad Boyes after they selected him in the first round, 24th overall from the 2000 NHL Entry Draft. After all, as a prolific 30+ goal scorer in juniors, Boyes was named OHL’s most outstanding player in consecutive seasons in 2000-01 and 2001-02.

In addition, he proved that he could also be a winner when became a beast in the OHL playoffs for the Erie Otters during the 2001-02 season. Boyes ended up posting 22 goals and 19 assists for 41 points in just 21 games played to help the Otters win the OHL championship. 

Boyes appeared to be well on his way to making the Leafs everyday lineup soon when he put together a strong first season with their AHL-affiliate St. John’s in 2002-03, recording 23 goals and 28 assists for 51 points in 65 games played.

However, with the Leafs in need of an offensive push for the playoffs, Boyes became part of the package sent to the San Jose Sharks in the trade for star power forward Owen Nolan. Unfortunately, Nolan was already on the decline at that stage of his career as he ended up compiling just 26 goals and 60 points in 79 games played over two seasons with the Leafs. Toronto would be ousted in the first round in his first year and failed to make the playoffs entirely in his second season.

As for Boyes, he would eventually rise to prominence in his rookie season with the Boston Bruins in 2005-06 where he put up 26 goals and 43 assists for 69 points over 82 games played. He would end up tied for fifth in the Calder Trophy voting that year. From there, Boyes would move on to the St. Louis Blues in 2006-07 in a trade where he would have his best years of his career, including two consecutive 33+ goal seasons between 2007-08 and 2008-09.

He would eventually come full circle back to the Leafs in 2015-16, but by then, it was already the twilight of his NHL career. Had Boyes remained with Toronto during his prime years, perhaps the Leafs playoff drought wouldn’t have lasted more than the eight years between 2005 to 2012. More importantly, it would have given Mats Sundin an actual elite right winger to play with and not waste his final few seasons with the Leafs.

Alexander Steen

Similar to Boyes, Alexander Steen was also taken in the first round, 24th overall by the Leafs, but this time from the 2002 NHL Entry Draft. But unlike Boyes, Steen actually got his chance to suit up for the Maple Leafs starting from the 2005-06 season. Despite averaging double-digit in goals and close to 40 points per season in his first three years with Toronto, Steen appeared to struggle in reaching the next level in his game to provide more of an offensive impact for the Leafs. 

As a result, during the 2008-09 season, Steen was ultimately dealt to the St. Louis Blues along with defenceman Carlo Colaiacovo for right winger Lee Stempniak.

Stempniak had once put up 27 goals during the 2006-07 NHL season, so the Leafs were hoping that his better scoring touch could make a difference for the club. Unfortunately, those 27 goals would turn out to be the most he would have in one season for the rest of his NHL career as he put up just 11 and 14 goals for the Leafs in his two years with the team.

As for Steen, he would become an important piece of the Blues’ top-six for over the next 12 years, all the way until his eventual retirement.

In 765 total games, he registered 195 goals, 301 assists for 496 points, including four seasons of 20+ goals and five seasons of 30+ assists. More importantly, he played a role in helping the Blues to their first ever Stanley Cup win in 2018-19.

Steen would finish off his career by reaching his NHL milestone 1000th game during his final season in the league as well. With his loyalty and solid play over many seasons with St. Louis, he could have done exactly the same with Toronto and perhaps could have even been a factor in helping them reach the playoffs.