- He went to Bible School for High School (Mars Hill Bible School in Florence Alabama.)
- His mother, Denise, has taught elementary school there for 26 years and his father, David, serves as vice president.
- He is married to his high school sweetheart, Ginger Jaynes Willingham (@gjwillingham) , and they have two sons, Rhett and Ryder, which are Twins' fans
- Josh and (mainly) Ginger run The Josh Willingham Foundation that has been very active in humanitarian relief and children's causes in his native Alabama (video follows) and they are both devoted Church of Christ members
- Josh's youngest brother, Jon, died tragically on June 13, 2009 (at 27), in a car accident when he tried to evade police
- Josh wore the numbers 14 and 16 in his career. 14 is retired by the Twins (Kent Hrbek) and 16 is Jason Kubel's number