While working in the business world, Robinson kept a hand in basketball by doing area scouting for Princeton and coaching one year at University of Chicago High School. He earned a high six-figure income in his business career, but he eventually decided the financial world had lost its appeal and found his luxury lifestyle was not enough to save his marriage to Janis Robinson. By 2000, Robinson was going through a divorce. Robinson has two children from his first marriage, a son Avery (born 1992) and a daughter Leslie (born 1996). Robinson remarried in June 2006 to his current wife Kelly. They became parents of sons Austin in 2010 and Aaron in 2012. His daughter Leslie played for the Princeton Tigers women's basketball team as a forward.