Benson, who earned over $38,000,000 during his playing career, has supported several charities since beginning his professional career. (In an interview on "The Howard Stern Show" Anna Benson explained that at least one of her husband's contracts had been structured with charitable contributions so that this income could not be taxed.) In 2001, after 9/11, the couple founded the non-profit organization Benson's Battalion, whose work then-Rep. Melissa Hart praised in a citation to the Congressional Record in 2004. The Battalion raised funds for emergency services in the wake of 9/11. They also made considerable contributions to the Red Cross and United Way for 9/11 relief. In 2005, Benson assisted in a new charity, while with the New York Mets, called Tuesday's Children. The charity helped children who lost a parent during the Twin Tower collapses. In recognition of various community service and charity efforts, Benson has been honored with the Pittsburgh Pirates team Roberto Clemente Award, the Thurman Munson Award, the Joan Payson Award, and the New Jersey Sports Writers Humanitarian of the Year Award.