In February of 1987, Dan began to lead Bible studies and chapel services at the Cook County Jail as a volunteer twice a week. Chicagoland Prison Outreach was founded in June of 1994, for the purpose of establishing a full time presence at the jail and to facilitate post prison ministry and ministry to inmates' families. Dan is co-founder of CPO and served as its Executive Director until January 2018. He is now employed as its Director of Ministries. He also leads the Life Learning Program at Westville (Indiana) Correctional Center.