However, the parties were unable to agree on a contract, and Hyman's rights were traded to the Toronto Maple Leafs on June 19, 2015.

[5][7] Hyman volunteers much of his free time in the community and is an athlete ambassador for children's charities such as Right To Play[8] and First Book Canada.

[16] A two-time Red Wings' MVP, the OHA also selected him as the BJ Monroe Trophy recipient.

However, he decommitted after Princeton Tigers head coach Guy Gadowsky left the school to start the Division I hockey program at Pennsylvania State University.

[19] Hyman was selected as the 2014 Bates/Deskins Award Winner, an honour bestowed upon the University of Michigan's Top Junior Student Athlete.

[27] On March 27, 2015, Hyman received the 2015 All-American Athlete Award by The National Strength and Conditioning Association (NCSA) and EAS Sports Nutrition.

[30] On May 4, 2015, Hyman was selected as a Senior Athlete of the Year Award winner for the 2014–15 season at Michigan's Bob Ufer Quarterback Club's Annual Banquet, an award previously won by former standout Michigan quarterbacks Jim Harbaugh in 1987 and Tom Brady in 2000.

[28] Past recipients include Heisman Trophy winner Desmond Howard in 1992, Brian Wiseman in 1994, Marty Turco in 1998, T. J. Hensick in 2007, Kevin Porter in 2008 and Carl Hagelin in 2011.

On May 14, 2015, Hyman was part of a quartet of University of Michigan student-athletes who were named Capital One First Team Academic All-District selections, the announcement coming from the College Sports Information Directors of America (CoSIDA), and his name was put forward for Academic All-American consideration.

[31] On June 11, 2015, Hyman was named to the 2015 Capital One Academic All-America Division I Men's At-Large team, as selected by CoSIDA.

[40] He made his NHL debut in a game against the Tampa Bay Lightning later that night, recording 15:58 of ice time, 22 shifts, two shots and one hit.

On October 11, 2016, Hyman earned a permanent spot on the big club, and he was included on the 2016–17 regular season 100th Anniversary Centennial team opening day roster for the Toronto Maple Leafs.

[44] He dressed for the season opener on October 12, against the Ottawa Senators, on a line with fellow rookies Auston Matthews and William Nylander.

During the 2016–17 NHL season a number of Toronto Maple Leafs team records were either tied or broken by Hyman.

[45] On March 28, 2017, when playing the Florida Panthers, Hyman set the Toronto Maple Leafs record for most short-handed goals in a single season by a rookie with four.

The goal is the third-most by a Maple Leafs' player during their first three NHL season, behind only Rick Vaive (seven) and Lanny McDonald (six).

[49] The Maple Leafs qualified for the postseason for a second straight year, falling in the first round in seven games to the Boston Bruins.

[54] Hyman cited the opportunity to play with stars like Connor McDavid and Leon Draisaitl as one of the biggest draws of the team on signing.

[53] Making his debut with the Oilers in the October 15 season opener against the Vancouver Canucks, Hyman scored a power play goal.

[56] After an excellent start to the season for the Oilers, they began suffering a marked decline in results, culminating in a 2–11–2 stretch of games in December and January.

Amidst extensive media discussion of the Oilers' lack of depth scoring and questionable goaltending, general manager Ken Holland fired coach Dave Tippett and replaced him with Jay Woodcroft, previously the coach of the Oilers AHL affiliate Bakersfield Condors.

[57][58] Woodcroft's early experimentation with the lineup included playing Hyman more on the top lines with McDavid and Draisaitl.

[59] The Oilers recovered their form under Woodcroft, finishing the season in second place in the Pacific Division to qualify for the playoffs after posting the third-best points percentage in the league after the coaching change with a 26–9–3 record.

In 2010, as a 17-year-old underage player, Hyman served as assistant captain and represented Canada in the U20 Three Nations tournament in Norrtälje, Sweden.

[5] His award-winning children's book The Bambino and Me[76][77] which earned a starred Kirkus Review,[78] conjures 1920s New York, and tells the story of a young Yankees fan named George, who especially admires Babe Ruth and carries his baseball card everywhere.

[79][80] This book features the adventures of Charlie as he listens to tales from his grandfather which have been saved in his Magic Story Chest.