In the 2014 Cup season, Cassill tied his career-best finish of 12th at the Daytona 500, and recorded his best career finish of 4th at the Geico 500. Carsforsale.com was the primary sponsor of Landon Cassill during these and four other races including Kansas Speedway, Sonoma Raceway, Indianapolis Motor Speedway, and Michigan International Speedway.