They've known each other for 40-years. Stone + Trump. Trump + Stone. Boys from the 'hood'. Just 2 wiseguys from Brooklyn Heights/Queens.
Stone was a stone-cold killer of political dirty tricks. In the 1972 GOP presidential campaign Stone took $125 of cash into Republican Congressman Pete McCloskey's campaign headquarters in Manchester, New Hampshire and stated that he was making said donation in the name of the Young Democratic Socialists of America . McCloskey was running against the sitting president - Richard Nixon. The next day he arranged for the paper of record - the Manchester Leader to report that a republican presidential candidate - Pete McCloskey - had accepted a cash donation from a socialist group. Bye-bye McCloskey.
Stone went on in later years to torpedo Democratic Attorney General of New York, Eliot Spitzer's presidential ambitions. Stone used inside sources inside the DA's office to somehow bypass secrecy and unearth the name & of Elliot Spitzer as a suspected regular paying client of a high-priced call girl - in which Spitzer was later implicated and thus ending his political career. In addition, Stone was involved in the sudden downfall of Democratic Senator Al Franklin wherein a tape of Franklin supposedly getting frisky with a fellow female performer while on stage during a USO tour for the troops abroad. Franklin was forced to resign from the U.S. Senate.
Stone has been available for Trump over the decades for favors and political advice and for a while Stone was a lobbyist for Trump's 3 casinos in Atlantic City. Trump subsequently fired him but Stone reconnected with Trump in the Spring of 2015 to help on Trump's presidential campaign launch.
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