Records and interviews detailed a litany of accusations: Mr. Greenberg strutted into work with a pistol on his hip in a state that does not allow guns to be openly carried. He spent hundreds of thousands of taxpayer dollars to create no-show jobs for a relative and some of his groomsmen. He tried to talk his way out of a traffic ticket, asking a police officer for “professional courtesy.” He played police officer himself, putting a flashing light on his car to pull over a woman and accuse her of speeding. He published an anti-Muslim Facebook post. He solicited help to hack critics on the county commission. Stalking a rival candidate got him arrested. Federal agents looking into the matter found at least five fake IDs in his wallet and backpack, and kept digging... But he also appeared to ingratiate himself with Mr. Gaetz and others more privately as well: by soliciting women for sex on their behalf, sometimes in Ecstasy-fueled encounters, people familiar with the arrangements have said. Mr. Gaetz has broadly denied allegations against him, including paying for sex or having sex with a minor... Daniel A. Pérez, a lawyer who represented one of Mr. Greenberg’s former employees in a labor dispute, likened the disreputable saga to a Netflix series: “It’s like the Tiger King got elected tax collector.”