Sean Kingston is in a tight spot and is hoping for a miracle as he throws caution to the wind and asks the court for permission to perform at Summerfest in Milwaukee on June 20, 2025.
His lawyer, Zeljka Bozanic, tried to persuade the court by describing the event as more of a legit opportunity to recover financially. “The appearance that Mr. Anderson is seeking permission to attend is not a club/bar appearance… it is more of a concert/festival setting.”
Bozanic said this after opening with, “Mr. Anderson has not been able to produce income since being placed on home detention since most of his job offers include appearing at concerts outside of our district. Mr. Anderson is going through a difficult time as he is not able to work.”
The Miami, Florida native is making an effort to be transparent by providing a detailed travel itinerary and agreeing to check in with his probation officer before and after the event.
Despite his desperate plea, Sean Kingston and his rep maintain that he has abided by all of his bond conditions thus far.
Speaking of Sean Kingston’s bond, he posted the $100,000 in mid-April. He’s been on the aforementioned home detention since then and the rules of it include GPS tracking and not being able to leave the Southern District of Florida. Of course, he’s on it right now after being convicted of conspiracy to commit wire fraud and five counts of wire fraud.
Sean Kingston and his mother Janice can both face up to 20 years in prison for these federal offenses. His sentence hearing will be on August 15, 2025, to determine that. Overall, he and his mom conducted a plan to drain luxury brands of their goods using his status. In total these companies lost around $1 million total. Luxury cars, jewelry and electronics were the general items that they went after.

