His performance with the USA development team made Clendening a valuable recruit, who was sought after both by junior teams and by college programs. He originally made a verbal commitment to play for Boston College, but that arrangement fell through when Clendening continued to pursue his options in the Ontario Hockey League (OHL).[10] The London Knights selected Clendening in the 2008 OHL Draft, but Clendening chose to attend Boston University and play for the Terriers after assessing that scouts were looking more intently at college players than junior hockey skaters.[7]
After two seasons with the Terriers, posting nine goals and 59 points for a combined +19 in 77 games, Clendening chose to leave the program in favor of pursuing an NHL career.[11]
On July 28, 2015, Clendening, along with Nick Bonino and a 2nd-round pick in the 2016 NHL Entry Draft were traded from the Canucks to the Pittsburgh Penguins in exchange for Brandon Sutter and a 3rd-round pick in the 2016 NHL Entry Draft.[14] Clendening made the Penguins roster to open the 2015–16 season, and would appear in 9 games for the club, as well as 6 for the Wilkes-Barre/Scranton Penguins.[citation needed]
Anaheim Ducks and Edmonton Oilers
On January 16, 2016, Clendening was included in yet another trade, being sent to the Anaheim Ducks alongside David Perron in exchange for Carl Hagelin.[15] However, Clendening's time with the Ducks was short-lived, as he was claimed off waivers by the Edmonton Oilers two weeks later on January 27.[16] This marked the fifth organization Clendening would join within the year, though he never actually played a game whilst with the Ducks. Clendening skated in 20 games for the Oilers, recording 1 goal and 6 points.[citation needed]
New York Rangers
On July 1, 2016, Clendening signed as a free agent to a one-year, two-way contract with the New York Rangers.[17] Clendening appeared in 31 games for the Rangers, scoring 11 points.[citation needed]
Arizona Coyotes and return to Chicago
On July 1, 2017, Clendening signed a one-year, one-way contract as a free agent with the Arizona Coyotes.[18] Having made the Coyotes opening night roster for the 2017–18 season, Clendening only appeared in 5 games for the team before he was placed on waivers and reassigned to play 21 games for the Tucson Roadrunners of the AHL.[citation needed]
On January 10, 2018, Clendening, alongside Anthony Duclair was traded to the Blackhawks in exchange for Richard Pánik and Laurent Dauphin, returning to Chicago for a second stint.[19] He was immediately assigned to play out the remainder of the season with the Rockford IceHogs of the AHL.[citation needed]
Columbus Blue Jackets
As a free agent from the Blackhawks, Clendening left to sign a one-year, two-way contract with the Columbus Blue Jackets on July 1, 2018.[20] He began the 2018–19 season on the Blue Jackets opening night roster, featuring in 4 games before he was placed on waivers and reassigned to AHL affiliate, the Cleveland Monsters. Leading the Monsters blueline in scoring, Clendening posted 4 goals and 37 points in 45 games, before he was recalled by Columbus to add depth for the playoffs. He made his NHL playoff debut with the Blue Jackets, appearing in game 3 of the Eastern Conference Quarterfinals against the Tampa Bay Lightning. He went on to collect an assist in 7 games before ending his season in the Conference Semifinals to the Boston Bruins.
On June 25, 2019, Clendening was re-signed to a two-year $1.4 million contract extension with the Columbus Blue Jackets.[21]
Philadelphia Flyers
Following his third season within the Blue Jackets organization, Clendening left as a free agent and secured a one-year, two-way contract with the Philadelphia Flyers for the 2021–22 season on July 28, 2021.[22]
Return to Rockford and trade to Hartford
On July 18, 2022, Clendening signed a one-year AHL contract to return to the IceHogs for the 2022–23 season, his third stint with the club.[23] Clendening posted 3 goals and 24 points through 48 games to co-lead in scoring from the blueline for the IceHogs. In the aftermath of the Patrick Kane trade between the Blackhawks and Rangers, Clendening was traded at the AHL level to the Rangers AHL affiliate, the Hartford Wolf Pack, in exchange for Zach Jordan on February 28, 2023.[24]
International play
After a number of injuries hamstrung Team USA's under-18 roster, Clendening was called up from the under-17 team for the 2009 IIHF World U18 Championships in Minnesota. He appeared in seven championship games, putting up two assists as Team USA defeated Russia 5–0 to win a dark horse gold medal.[25]