[6] Friedman spent his adolescence in the Greater Toronto Hockey League (GTHL) with the Don Mills Flyers, the same team for whom his father and uncle had played.

[8] While still playing for Don Mills, Friedman joined the North York Rangers of the Ontario Junior Hockey League (OJHL) for two games during their 2010-11 season.

The following season, he joined the Rangers in full, where he led the team's defencemen in scoring with nine goals and 27 points in 48 regular-season games.

[13] Prior to turning professional, Friedman played for the Bowling Green Falcons for three seasons on a full hockey scholarship.

[20] Remaining on the Flyers roster for the pandemic delayed 2020–21 season, Friedman made 4 appearances from the blueline before he was placed on waivers on February 23, 2021.

[21] He scored his first NHL goal against his former team in an eventual 4–3 loss and left the game early after a hit from Nolan Patrick.

[23] On October 17, 2023, Friedman was traded alongside Ty Glover to the Vancouver Canucks, in exchange for Karel Plášek and Jack Rathbone.