He got married in 1997. His wife good name is Sheryl Wilbon. They have one child named Matthew Raymond Wilbon via surrogate on March 26, 2008. The couple is still together and happy of being each other loving spouse. Besides this there is no any information about his love affairs and girlfriend.
He graduated from St. Ignatius College Preparatory School in 1976. He also earned degree in journalism from Northwestern University's Medill School of Journalism in 1980. In 2001, he gained the title of top sports columnist from the society of Professional Journalist. His salary is 4 million dollar per year and his net worth is 12 million dollars.