[4] He was involved in numerous tech companies prior to Expensify, including Red Swoosh, for which he developed the file transfer technology.

[4] In July 2015, CEO David Barrett addressed the United States Congress on behalf of the app industry, speaking to a House, Health, and Technology subcommittee.

[10] In November 2017, the company faced allegations of exposing some customers' personal information to contractors manually entering receipts through Amazon's Mechanical Turk service.

[11] Expensify acknowledged that a bug allowed fewer than 200 receipts to be visible to certain company contractors using Mechanical Turk to test a new feature under development.

[21] Expensify currently has dozens of unanswered complaints with[22][non-primary source needed] the BBB related to deceptive billing practices and difficult to cancel contracts.