As a performer, Cheesman is known for portraying Lieutenant Commander Airiam in the second season of the CBS television series Star Trek: Discovery.

She won several accolades for her performance and work writing and producing the web series Whatever, Linda in 2014.

[4][5] In 2014, Cheesman co-created, wrote, produced, and starred in the critically acclaimed web series Whatever, Linda.

[6] Whatever, Linda has been in development with Bell Media and Orphan Black creator Graeme Manson for several years, with Cheesman slated to co-create, write, produce, and potentially star.

[13] In 2024, she reprised the role of Airiam in a guest appearance in season 5 of Star Trek: Discovery.