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O’Day is entering his 20th season of consecutive service with the Roughriders but his third in his current role of assistant vice-president of football operations and administration.

The former Roughriders offensive lineman moved into the front office after retiring as a player in February 2011, accepting the position of football operations co-ordinator. He spent the next four seasons as assistant general manager.

On Aug. 31, 2015, O’Day was named interim vice-president of football operations and general manager — titles he held for the final nine games of the season.

In his current role, O’Day assists in many day-to-day football operation activities, including player/roster evaluations, contract negotiations, and co-ordinating training camp, mini camps and free-agent camps. He also assists in the scouting of NFL, NCAA and U Sports games. As well, he played an active role in helping to design the Roughriders’ area at new Mosaic Stadium prior to the facility’s opening in 2017.

O’Day’s playing career in the CFL began in 1997, when he joined the Toronto Argonauts after a standout career at Edinboro University of Pennsylvania. He played two seasons with the Argos, winning a Grey Cup with them in 1997.

In 1999, O’Day signed as a free agent with Saskatchewan and spent the next 12 seasons on the Riders’ offensive line. He started 202 regular-season games for Saskatchewan, which ranks him 12th on the club’s all-time list of games played. He also appeared in 16 playoff games and three Grey Cup games with the Roughriders, helping them win the CFL title in 2007.

O’Day won his third Grey Cup in 2013 when he was a member of Saskatchewan’s front office.

Known for his fierce competitiveness and leadership on and off the field, O’Day was named a division all-star six times and a CFL all-star three times. On four occasions, he was the Riders’ nominee for the award as the CFL’s most outstanding offensive lineman.

Off the field, O’Day spent countless hours in the community, an effort that was recognized by the CFL in 2008 when he was named the winner of the Tom Pate Award. The award is presently annually to the player who exhibits outstanding sportsmanship while also making a contribution to his team and his community.

Jeremy, his wife Dana and their three children (Tyson, Brooklyn and Alyssa) make Regina their year-round home.