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Walter R. "Rip" Van Winkle (May 6, 1900 – January 6, 1994) was an American football, basketball, and baseball coach and college athletics administrator. He served as the head football coach at Kentucky Wesleyan College, when its campus was located in Winchester, Kentucky, from 1928 to 1930, compiling a record of 13–11–3. Van Winkle was also the head basketball coach, head baseball coach, and athletic director at Kentucky Wesleyan.
A native of London, Kentucky, Van Winkle played football, basketball, and baseball at Kentucky Wesleyan and Minor League Baseball with the Winchester Dodgers of the Blue Grass League. He left Kentucky Wesleyan in 1932 to become athletic director and head football coach at Highlands High School in Fort Thomas, Kentucky.Van Winkle died on January 6, 1994, in Milwaukee.