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.

The yachts, the cars — they all form part of Smart Communications’ “empire,” as insiders refer to it. The company rakes in tens of millions in revenue each year from its prison communications tech, a business model that mostly involves charging people incarcerated in the US prison system to send emails (50 cents a pop) or make phone calls (7 cents a minute) or leave thirty-second voicemails ($1 each).