Yale grad Dan Brooks (Bing Crosby) is expected to marry wealthy boss J.L. Higgins' (Charles Bickford) daughter Margaret (Frances Gifford) and join the family box-making business. He is far more interested in racing a horse he owns, Broadway Bill. Doing poorly at work, Dan and his groom Whitey (Clarence Muse) leave town to enter Bill in the Imperial Derby, but first must find mo..