In 2019, Boosie reacted to New England Patriots owner Robert Kraft getting arrested at a massage parlor. While some wondered why Kraft would be at such an establishment, Boosie was not shocked. The rapper expressed his belief that the NFL team owner did not actually pay for the services provided at the spa. He also felt like Kraft was being targeted due to his status. The scandal resurfaced during Tom Brady's roast when the Hall of Fame quarterback approached comedian Jeff Ross for making a joke about the incident.