[14] Stone was a judicial extern for senior United States Court of Appeals for the Ninth Circuit judge Arthur Lawrence Alarcón, and later worked as an associate at national firms Barnes & Thornburg and Akin Gump Strauss Hauer & Feld LLP.

[14] In February 2020, Stone filed a series of Freedom of Information Act (FOIA) requests asking a federal judge to order the Trump administration to produce the information removed from former national security advisor John Bolton's book, The Room Where It Happened, and to reveal details concerning the underlying prepublication review process.

The National Security Council (NSC) Records Access and Information Security Management Directorate (RAISMD) were named as the primary defendants in the action, along with the Central Intelligence Agency (CIA), National Archives and Records Administration, and Departments of Defense, Justice, and State.

[14][18] On December 11, 2024, Stone announced that he is filing lawsuits against the Federal Bureau of Investigation and United States Department of Justice to have them comply with his FOIA requests relating to the DOJ investigations on President-elect Donald Trump's classified documents case and election obstruction case.

[19] On January 2, 2025, Stone announced that he and Sam Denby have filed a class action lawsuit against PayPal Honey for poaching creator commissions.