At the age of 15, Redmond suffered a transient ischemic attack stroke; as a result, he was forced to relearn how to walk and talk, but later returned to continue his junior hockey career.

[4] On February 21, 2013, Redmond was rushed to a hospital in the Raleigh, North Carolina, area to repair a laceration to his right femoral artery and vein in his mid-thigh region, after he was seriously cut during the team's morning skate.

"[6] He was expected to be ready for training camp in September 2013 and did not rule out the possibility of an earlier return if the Jets were to enjoy a deep 2013 Stanley Cup playoff run.

Falling short of the NHL games-played requirement throughout his entry-level contract, partly due to the serious leg injury he sustained the previous season, Redmond attained free-agent status.

[11] Redmond further cemented a position on the blueline when he scored a career-high two goals, including the game-winner, in the final minutes against the Carolina Hurricanes on November 22.

[13] Approaching the final year of his contract with the Canadiens and unable to make the NHL roster to open the 2017–18 season, Redmond was traded by Montreal to the Buffalo Sabres for Nicolas Deslauriers on October 4, 2017.