Enrique “Ricky” Prado’s resume reads like the ultimate CIA officer: veteran of the Central American wars, running the CIA’s operations in Korea, a top spy in America’s espionage programs against China, and deputy to counter-terrorist chief Cofer Black — and then a stint at Blackwater. But he’s also alleged to have started out a career as a hitman for a notorious Miami mobster, and kept working for the mob even after joining the CIA. Finally, he went on to serve as the head of the CIA’s secret assassination squad against Al-Qaida.

That’s according to journalist Evan Wright’s blockbuster story How to Get Away With Murder in America, distributed by Byliner. In it, Wright — who authored Generation Kill, the seminal story of the Iraq invasion — compiles lengthy, years-long investigations by state and federal police into a sector of Miami’s criminal underworld that ended nowhere, were sidelined by higher-ups, or cut short by light sentences. It tracks the history of Prado’s alleged Miami patron and notorious cocaine trafficker, Alberto San Pedro, and suspicions that Prado moved a secret death squad from the CIA to Blackwater.

“In protecting Prado, the CIA arguably allowed a new type of mole — an agent not of a foreign government but of American criminal interests — to penetrate command,” Wright writes.

In this sense, there are two stories that blur into each other: Prado the CIA officer, and Prado the alleged killer. The latter begins when Prado met his alleged future mob patron, Alberto San Pedro, as a high school student in Miami after their families had fled Cuba following the revolution. Prado would later join the Air Force, though he never saw service in Vietnam, and returned to Miami to work as a firefighter. But he kept moonlighting as a hitman for San Pedro, who had emerged into one of Miami’s most formidable cocaine traffickers, according to Wright.

San Pedro hosted parties for the city’s elite, lost a testicle in a drive-by shooting outside of his house, rebuilt his house into a fortress, tortured guard dogs for sport, and imported tens of millions of dollars’ worth of cocaine into the United States per year, Wright adds. His ties reportedly included an aide to former Florida Governor Bob Graham, numerous judges, lobbyists and a state prosecutor. His ties also included a friendship with former CNN anchor Rick Sanchez, then a local TV reporter.

Prado, meanwhile, was dropping bodies, alleges Wright. Investigators from the Miami-Dade Police Department’s organized crime squad suspected him of participating in at least seven murders and one attempted murder. He attempted to join the CIA, but returned to Miami after not completing the background check (due to his apparent concern over his family ties). But was admitted after the Reagan administration opened up a covert offensive against leftist Central American militants, where he reportedly served training the Contras.

More startling, the Miami murders allegedly continued after Prado joined the CIA. One target included a cocaine distributor in Colorado who was killed by a car bomb. Investigators believed he was killed over concerns he would talk to the police.

Years later, in 1996, Prado was a senior manager inside the CIA’s Bin Laden Issue Station, before the Al-Qaida mastermind was a well-known name. Two years later, the bombings of the U.S. embassies in Kenya and Tanzania elevated Prado to become the chief of operations inside the CIA’s Counterterrorist Center, headed by then-chief Cofer Black, later an executive for the notorious merc firm Blackwater. “As the title implied, the job made Prado responsible for all the moving pieces at the CTC — supervising field offices on surveillance, rendition, or other missions, and making sure that logistics were in order, that personnel were in place,” according to Wright.

Prado was also reportedly put in charge of a “targeted assassination unit,” that was never put into operation. (The CIA shifted to drones.) But according to Wright, the CIA handed over its hit squad operation to Blackwater, now called Academi, as a way “to kill people with precision, without getting caught.” Prado is said to have negotiated the deal to transfer the unit, which Wright wrote “marked the first time the U.S. government outsourced a covert assassination service to private enterprise.” As to whether the unit was then put into operation, two Blackwater contractors tell Wright the unit began “whacking people like crazy” beginning in 2008. Prado also popped up two years ago in a report by Jeremy Scahill of The Nation, in which the now ex-CIA Prado was discovered to have built up a network of foreign shell companies to hide Blackwater operations, beginning in 2004. The Nation also revealed that Prado pitched an e-mail in 2007 to the DEA, explaining that Blackwater could “do everything from everything from surveillance to ground truth to disruption operations,” carried out by foreign nationals, “so deniability is built in and should be a big plus.”

But it’s hard to say where Prado’s alleged criminal ties end. It’s possibly his ties dried up, or moved on. Even mobsters, like Alberto San Pedro, retire. Another theory has it that Prado wanted to break his ties to the Miami underworld — and San Pedro — all along, and sought out legitimate employment in the military, in firefighting and the CIA as an escape. But, the theory goes, he stayed in because he still owed a debt to his patrons.

The other question involves the CIA itself. It’s no secret the agency has associated with dubious types, but the agency is also “notoriously risk averse,” Wright writes. Yet the agency is also protective. And letting Prado on board wouldn’t be the agency’s first intelligence failure.

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