Early career

Day made his professional debut in 2002 and fought on the regional circuit in Canada. After defeating UFC veteran David Loiseau via decision in 2008, Day was signed by the promotion.

Ultimate Fighting Championship

Day made his UFC debut at UFC 83 on April 19, 2008 against Alan Belcher. Despite being an underdog against Belcher, Day won via first-round TKO.

Day then faced future UFC Middleweight Champion Michael Bisping at UFC 85. Day was defeated via first-round TKO. He was next scheduled to face Jason Lambert at UFC 88, but the bout was scrapped due to Day injuring his elbow and bicep.

Day returned at UFC 96 to face Ultimate Fighter Season 7 winner Kendall Grove. He was defeated again via first-round TKO, and was subsequently released from the promotion.

Regional circuit

Upon being released from the UFC, Day returned to fight in the Canadian regional scene, going just 1-3 but losing to UFC veterans Jesse Taylor, Ovince St. Preux, and Francis Carmont.

On August 4, 2011, he was involved in a traffic accident while riding on his bike. Due to sustained injuries by the accident, Day could no longer compete in MMA. In 2014 the court ruled that the car driver was 90-percent at fault. The judgment awarded Day $375,000 in damages due to any potential lost earnings and emotional suffering that came with a premature end to his athletic career, from which he was granted $340,000 as the collision was ruled 10-percent his fault.^[1]

Political career

On 2 March 2024, Day was nominated as the Conservative Party of British Columbia nominee for Columbia River-Revelstoke in the upcoming 2024 British Columbia general election.^[2]