Gladstein is Chief Strategy Officer at the Human Rights Foundation and has served as Vice President of Strategy for the Oslo Freedom Forum since it began in 2009. HRF's own profile describes his work as connecting dissidents and civil society groups with technologists, journalists, policymakers and business leaders, and lists appearances in The Atlantic, the BBC, The Guardian, Foreign Policy, The New York Times, TIME, The Washington Post and WIRED, along with briefings to the European Parliament and the US State Department.
His Bitcoin writing is the reason he appears in this directory. He co-authored The Little Bitcoin Book in 2019, published Check Your Financial Privilege in 2022 and Hidden Repression in April 2023, and wrote an essay on Bitcoin as freedom money for the Journal of Democracy in October 2025. The through line of that work is an argument, not a prediction: that monetary policy and payment rails are instruments of state control, and that people living under authoritarian governments experience them that way first.