Off the court, Riley has pursued various business and philanthropic endeavors. He is a sought-after motivational speaker, commanding high fees for his appearances at corporate events. His books, including "The Winner Within" and "Showtime: Inside the Lakers' Breakthrough Season," have been successful, further establishing Riley as a thought leader in sports and business.

Riley's sartorial style has also made him a fashion icon in the sports world. His slicked-back hair and tailored suits became his trademark, earning him the nickname "GQ Pat" and even leading to a feature in GQ magazine.