The yacht is moored at the mouth of the Miami River, in the long shadows of the city’s luxury hotels and high-rises. It is of Italian design: sleek, imposing, with a flybridge and sundeck and five cabins, and a price point of about $10 million. On the hull, bold silver lettering declares its name: Convict.

The Convict is the crown jewel of prison technology company Smart Communications, whose CEO, Jonathan Logan, has a reputation for flaunting the millions he has made in the business of prisons and jails. There is also Logan’s $300,000 Lamborghini, with a license plate that reads “INMATE.” There are the photos he posts dressed in garish suits, posed in the driver’s seat of his Rolls-Royce.