Cacheris was a co-founder of the law firm of Trout and Cacheris in Washington, D.C.[3] He represented various figures in Washington, D.C., scandals, including:
- Defense of Attorney General John N. Mitchell, Watergate scandal figure, with his former partner, William G. Hundley.
- Defense of Fawn Hall, Iran-Contra scandal figure, who worked with Oliver North.
- Defense of Congressman Michael "Ozzy" Myers, ABSCAM scandal.
- Co-representation, with Jacob Stein, of Monica Lewinsky, associate of President Bill Clinton.
- Plea bargain for Aldrich Ames, CIA officer turned Russian agent, that enabled his wife to receive a lighter jail sentence for aiding and abetting Ames's espionage.
- Defense of Robert Hanssen, FBI agent and secret agent for the Soviet Union; a plea bargain allowed him to avoid the death penalty in exchange for complete cooperation in revealing his activities to the government, but not to the public. His wife would receive a "survivor" pension.[4]
- Defense of Lawrence Franklin of the AIPAC lobbyist Espionage Act controversy
- Defense of Ana Montes, analyst of the Defense Intelligence Agency who pleaded guilty to conspiracy to commit espionage for the Intelligence Directorate of Cuba
- Defense of Mimi Robinson, ex-wife of John Rixse[5]
- Defense of John Kiriakou, ex-CIA whistleblower[6]
In April 2014, The New York Times reported that during the summer of 2013, NSA leaker Edward Snowden retained Cacheris to negotiate a plea deal with federal prosecutors that would allow Snowden to return to the U.S. and spare him significant prison time. However, The Times noted that nearly a year after Cacheris became involved, negotiations remained at an early stage and no agreement appeared imminent.[7]