Around that time, federal authorities seized Mr. Greenberg’s phone and laptop, according to court records. They discovered evidence that Mr. Greenberg, whose job responsibilities included issuing licenses, was creating fake identification cards for himself and a teenage girl, and was experimenting with holograms used on permits for concealed firearms, according to court documents.
Two months later, he was indicted on the sex trafficking charge. From May to November 2017, prosecutors said, Mr. Greenberg targeted the girl, who was between 14 and 17, saying he “recruited” and “solicited” her for sex acts in exchange for unspecified perks or favors.
Mr. Greenberg worked in advertising before running successfully at the age of 31 in 2016 for tax collector in Seminole County.
Within days of taking office, he fired three employees who had supported his predecessor and began spending more than $1.5 million in taxpayer money on personal expenses, including guns, ammunition, body armor and a drone, as well as on computers for his own cryptocurrency venture, a county audit later revealed.
The following year, according to The Orlando Sentinel, Mr. Greenberg posted a photograph of himself on social media with Milo Yiannopoulos, a right-wing personality who has a history of making racist remarks. The newspaper also detailed Mr. Greenberg’s own misogynist and anti-Muslim comments on Facebook.
In his bid for re-election, Mr. Greenberg turned in late 2019 to clandestine tactics to undermine a possible rival, according to court papers. Prosecutors said he sent an anonymous letter to the school where one potential candidate worked that made unfounded accusations of sexual misconduct with a student and making similar claims on a fake Facebook account.