FORT LAUDERDALE, Fla. — Florida prosecutors knew the late millionaire and financier Jeffrey Epstein sexually assaulted teenage girls two years before they cut a plea deal that has long been criticized as too lenient and a missed opportunity to imprison him a decade earlier, according to transcripts released Monday.

The 2006 grand jury investigation was the first of many by law enforcement over the past two decades into Epstein’s rape and sex trafficking of teenagers — and how his ties to the rich and the powerful seem to have allowed him to avoid prison or a serious jail term for over a decade.

The investigations uncovered Epstein’s close ties to former President Bill Clinton and Britain’s Prince Andrew, as well as his once friendly relationship with former President Donald Trump and numerous others of wealth and influence who have denied doing anything criminal or improper and not been charged.

Circuit Judge Luis Delgado’s release of approximately 150 pages Monday came as a surprise, since there was scheduled hearing next week over unsealing the graphic testimony. Gov. Ron DeSantis had signed a bill in February allowing the release on Monday or any time thereafter that Delgado ordered. Florida grand jury transcripts are usually kept secret forever, but the bill created an exemption for cases like Epstein’s.

The transcripts show that the grand jury heard testimony that Epstein, who was then in his 40s, had raped teenage girls as young as 14 at his Palm Beach mansion, often paying them so he could commit statutory rape or assault. The teenagers testified and told detectives they were also paid cash or rented cars if they found him more girls.

“The details in the record will be outrageous to decent people,” Delgado wrote in his order. “The testimony taken by the Grand Jury concerns activity ranging from grossly unacceptable to rape — all of the conduct at issue is sexually deviant, disgusting, and criminal.”

In 2008, Epstein cut a deal with South Florida federal prosecutors that allowed him to escape more severe federal charges and instead plead guilty to state charges of procuring a person under 18 for prostitution and solicitation of prostitution.