They won the bronze medal at the 2018–19 Pacific Coast Sectionals to advance to the 2019 U.S. Championships, where they finished ninth.

Wolfkostin began skating with Jeffrey Chen in 2019, and he moved to train with her coaches, Igor Shpilband and Pasquale Camerlengo, in Novi, Michigan.

[12] The season was shortened due to the COVID-19 pandemic, with domestic competitions initially changed to a virtual format, leading up to the 2021 U.S. Championships.

[15] Wolfkostin/Chen then competed at the 2021 U.S. Championships, after Chen was medically cleared to skate after a second opinion was obtained following a knee injury, originally thought to be an incapacitating ACL tear.

[16][17][18] Returning to international competition for the first time in over a year, Wolfkostin/Chen began on the Junior Grand Prix by competing at the first French JGP of 2021, in Courchevel.

[24] Due to the pandemic, the 2022 World Junior Championships could not be held as scheduled in Sofia in early March and, as a result, were rescheduled for Tallinn in mid-April.

[29] Despite their disappointing result at the World Junior Championships, it did not alter Wolfkostin and Chen's plans to move up to the senior level for the following season.

"[30] In addition, Wolfkostin and Chen announced in May that they would be leaving coach Igor Shpilband to train at the new Michigan Ice Dance Academy in Canton, Michigan, under coaches Greg Zuerlein, Tanith Belbin White, and Olympic champion Charlie White.

[30] The team debuted new senior programs at the 2022 Lake Placid Ice Dance International, where they won the bronze medal.

[32] At their second Challenger, the 2022 CS Budapest Trophy, Wolfkostin/Chen won the bronze medal, setting three new personal bests in the process.

"[37] On May 16, 2023, Wolfkostin announced a new ice dance partnership with Dimitry Tsarevski, who moved from Colorado to Michigan to train.

[38] Wolfkostin/Tsarevski started their season with successful summer competitions in Dallas and Lake Placid, where they placed first in all events at the senior level.

[40][41] The following month, they placed first in both segments of the senior level of the 2024 U.S. Ice Dance Final,[42] easily winning the gold and qualifying them for the 2024 U.S. Championships.

Wolfkostin reported being off the ice for several months while recovering from a leg fracture, and they waited until July to begin their season.

[46][47] A few weeks later at the JGP Poland, they won the gold medal, scoring new season's bests and qualifying them for the Junior Grand Prix Final in Grenoble, France.