When Mike Tyson retired from professional boxing in 2005, few could have predicted that nearly two decades later, he would return to the ring for a sanctioned fight against a YouTube star three decades his junior.

With Tyson’s high-profile, highly anticipated bout against the 27-year-old fast approaching, the former champion is likely reflecting on the reasons behind his long absence from the sport.

Despite Tyson’s legendary success inside the ring, his life outside it was marked by turmoil during his fighting career.

His relationships were often fraught with conflict, set against a backdrop of addiction, and his life was frequently interrupted by serious legal troubles.

Since retiring, Tyson’s life has remained eventful, but he has softened his approach to many aspects of his existence.

Gone are the days of lavish spending and exotic pet tigers; instead, he now leads a relatively more modest life in Las Vegas, focusing on investing in various businesses and growing his media presence. His past notoriety, including the infamous ear-biting incident, has given way to a more grounded, business-savvy persona.