Dick often says that the really important things about him can be summarized in three numbers; 44, 3 and 11—married to Sibyl for 44 years; three sons (one through adoption in love); and 11 grandchildren. He has a degree in mechanical engineering, a master's degree in higher education administration, and a doctorate in guidance and counseling and educational research and statistics.
In 1992, Dick joined the staff of Willow Creek Church as director of finance and director of the Good Sense Ministry. In 2000, he joined the Willow Creek Association and founded the Good $ense Stewardship Movement, which he serves as executive director. Its mission is to empower church leaders to implement biblically based stewardship ministries within the local church.