Former tax collector Joel Greenberg pleads guilty to 6 charges

Former Seminole County Tax Collector Joel Greenberg has plead guilty to six federal charges.

Greenberg appeared in court on Monday morning in Orlando. He changed his plea to guilty of six out of the 33 charges after agreeing to cooperate with federal investigators. He is a central figure in the federal investigation into Florida Rep. Matt Gaetz.

As part of his plea deal, Greenberg must cooperate with investigators, make financial restitution, register as a sex offender, and testify if called in other cases.

His cooperation as a close associate of Gaetz signals a significant escalation in the Justice Department’s investigation and potentially raises the legal and political jeopardy the Florida Congressman is facing. Prosecutors are investigating if Gaetz and Greenberg paid underage girls or offered them gifts in exchange for sex, according to people familiar with the matter.

As part of his plea agreement, Greenberg admitted that he recruited women for commercial sex acts and paid them more than $70,000 from 2016 to 2018, including at least one underage girl he paid to have sex with him and others.

Prosecutors say Greenberg met the girl online — from a website where she was posing as an adult — and had the first meeting with her on a boat, paying her $400. He later invited her to a hotel in Florida, where he and others would have sex with her and also supplied the girl and other people with ecstasy, according to the plea deal. In total, prosecutors say Greenberg had sex with the girl at least seven times.

"Greenberg also introduced the Minor to other adult men, who engaged in commercial sex acts with the Minor," the plea agreement states. The plea deal, signed Wednesday, does not identify the men.

Prosecutors say Greenberg also used his position as the Seminole County tax collector to access a state driver’s information database to "investigate" the women he was having sex with and had searched for the underage girl at least once because he "had reason to believe the minor was under the age of 18," the plea agreement says.

Greenberg’s legal problems began last summer when he was arrested on charges of stalking a political opponent. He mailed fake letters to the school where his opponent taught, signed by a nonexistent "very concerned student" who alleged the teacher had engaged in sexual misconduct with another student, according to an indictment filed against him.

That political opponent Brian Beute spoke ahead of Greenberg's hearing on Monday. While he stated that he was content with the plea deal, he called on Governor Ron DeSantis to investigate oversight in Florida. He also said that he wanted an end to party politics.

Greenberg was charged in August with sex trafficking a girl between ages 14 and 17 and using a state database to look up information about the girl and other people with whom he was engaged in "sugar daddy" relationships, according to the indictment.

Charges on allegations he embezzled $400,000 from the Seminole County tax collector’s office were added earlier this year, according to the indictment.

Investigators have also been looking at whether Gaetz and his associates tried to secure government jobs for some of the women, the people said. They are also scrutinizing Gaetz’s connections to the medical marijuana sector, including whether his associates sought to influence legislation Gaetz sponsored.

The people had knowledge of the investigation but spoke to the AP on the condition of anonymity because they were not allowed to publicly discuss the ongoing investigation.

Watch FOX 35 Orlando for the latest Central Florida news.