[8] Kayne/O'Shea returned to competition at the 2014 Golden Spin of Zagreb, taking bronze at the ISU Challenger Series (CS) event.

[9] Making their Grand Prix debut, the pair placed sixth at the 2015 Skate America and fourth at the 2015 Rostelecom Cup.

[10] In January, Kayne/O'Shea placed first[11] in both segments at the 2016 U.S. Championships and won the gold medal by a margin of 14.85 points over defending champions Alexa Scimeca / Chris Knierim.

The pair withdrew from the 2017 U.S. Championships due to a concussion, Kayne having hit her head while attempting a throw triple flip during the short program on January 19.

[13] During the season, Kayne experienced increasing pain due to right knee tendinitis,[13] the result of her 2015 injury.

[9] She received a new cadaver tendon in an operation at the Vail Valley Medical Center on February 14, 2017, and then refrained from walking for seven weeks.

[14] At the 2018 Four Continents Championships, they were third after the short program and then had a personal best score in the free skate to win the gold medal, the first American team to do so in over a decade.

[16] As a result, they withdrew from the World Championships, and were replaced by bronze medalists Deanna Stellato / Nathan Bartholomay.

At the 2018 Internationaux de France, Kayne/O'Shea were fourth after the short program but placed second in the free skate, finishing less than two points ahead of bronze medalists Aleksandra Boikova / Dmitrii Kozlovskii.

Kayne remarked that after a "less than desirable" performance in Japan, "to have come to France and make this much improvement in just two short weeks made us both very happy.

In the free skate, they made some small opening mistakes on their twist and side-by-side jumps but then had a major error when they failed to execute their final lift, which caused them to drop to fourth place.

They competed at the 2020 Skate America, primarily attended by American pairs teams due to travel restrictions relating to the COVID-19 pandemic.

Kayne stated that Sappenfield's behaviour had resulted in her engaging in self-harm that she had been scared to seek treatment for due to the possibility of her coach learning of it.

[36] In the fall, they made their international debut at the 2022 Ice Challenge and won the gold medal in the pairs competition.

They then made their Challenger debut at the 2022 CS Golden Spin of Zagreb, winning the silver medal.

[38] They opened their free skate with Kam falling on their triple twist, but still managed to place third in that segment as well, winning the bronze medal.

[46] At the 2024 U.S. Championships, Kam/O'Shea finished second in the short program with a score of 64.57, with Kam having struggled on the throw landing and O'Shea two-footing his jump.

O'Shea enthused that "being first is amazing," while noting there was room to improve on their performance, in particular continued difficulties with throw landings.

[48] Traveling to Shanghai for the competition, they finished fourth in the short program despite Kam's throw fall, before a second-place free skate lifted them to the bronze medal, their first international championship podium as a team.

"[49] In the short program at the 2024 World Championships in Montreal, Kam fell on their throw triple loop, but the team was otherwise clean and they came tenth in the segment.