Dale was born on October 31, 1924 at Bijou Hills, South Dakota to Desmond Denver and Amy Olive (Burger) Wooledge. At the age of six they moved to a ranch near Gann Valley, South Dakota. There he grew up attending school and working with his father. He enlisted in the Army in July of 1944. Following basic training he was sent to Germany where he served in the 2nd Armored Division and 82nd Armored Reconnaissance Battalion-Company D driving a light tank. He attained the rank of Sargeant. He was among the first occupation troops in Berlin after the WW2 ended. He was discharged in June of 1946. During his service he received a Bronze Star for Combat Infantry. With the help of the GI bill Dale attended South Dakota State College graduating in 1950 with a BS in Journalism. He became a reporter for the Gregory Times Advocate and later for the DeSmet News. Both are well known weekly newspapers in South Dakota. He was united in marriage to Avis Elaine Kor in 1949. Dale began his teaching career at Gann Valley High School in 1954. He received a degree of Masters in Education from Northern State College in 1961. He and his family moved to Bowdle, South Dakota where he served as the high school principal for six years. They then moved to Inwood, Iowa where he served as the high school guidance counselor at West Lyon School. During his career in education he co-authored a Conservation Handbook for secondary science teachers in South Dakota and wrote a number of articles which were printed in professional journals. He was a member of S.D Education Assn., Iowa State Education Assn., West Lyon Education Assn., National Education Assn., Kappa Delta Pi and Phi Delta Kappa, National Personnel and Guidance Assn., N.W. Iowa Personnel and Guidance Assn. and Iowa Association of College Admissions Counselors. He was a faithful member of the Sioux Falls Seventh-day Adventist Church where he served as an elder for thirty years. Grateful for having shared his life are his wife, Avis, sons: Warren (Ann) and Bryce (Susan) Wooledge, daughters: Lesli (Robert) Brauer, Marcy (John) Nickless, Nyla (Stan) Shireman, Tracy Scranton and twenty grandchildren and 20 great grandchildren. He was preceded in death by one daughter, Myrna Elaine Wooledge and his parents.