[2] Raymond directed the anti-torture campaign at Physicians for Human Rights (PHR), and the utilization of satellite surveillance by the Harvard Humanitarian Initiative (HHI).

Raymond criticized the Central Intelligence Agency (CIA) and United States Department of Defense for performing torture and human experimentation on prisoners at Guantanamo Bay and at black sites.

[7][11] The documentaries Afghan Massacre: The Convoy of Death and Doctors of the Dark Side were based in part on Raymond's work.

[18] Raymond founded and currently directs Harvard's Signal Program, which conducts research and teaching on the use of technology to document and prevent human rights violations.

[24] His writing on Seamus attracted attention in the Wikipedia community due to accusations of political bias against Mitt Romney.