In October 2014, Rippon competed at the 2014 CS Finlandia Trophy finishing first in the free program and second overall. At the end of October he finished 7th in the free skate and 10th overall at the 2014 Skate Canada International. In November he finished 5th at the 2014 Trophee Eric Bompard after placing third in the free skate. It was a season plagued with equipment issues. Rippon adjusted his blade brand and mount, took on a new trainer to work with his team and met with renewed consistency at U.S. Championships, landing effortless triple axels and once again including a quad lutz in his short and long programs. He went on to win the free-skate portion of the competition and finished second overall with the silver medal. He was assigned to both the Four Continents team and the Worlds team.