Pogrebinsky teamed up with Alex Benoit in March 2014 after a tryout in Novi, Michigan that was suggested by Igor Shpilband. Their international debut came at the 2014–15 ISU Junior Grand Prix (JGP) in Aichi; after placing fifth in Japan, Pogrebinsky/Benoit were sent to the JGP in Zagreb, Croatia, where they finished 8th. In January 2015, they won the junior bronze medal at the 2015 U.S. Championships and were selected to compete at the 2015 World Junior Championships in Tallinn. Ranked 12th in the short dance, they qualified for the free dance (14th) and finished 13th overall in Estonia.