An undistinguished period followed with Paramount Pictures from 1935 to 1939, but Walsh's career rose to new heights after he moved to Warner Brothers, with The Roaring Twenties (1939), featuring James Cagney and Humphrey Bogart; Dark Command (1940), with John Wayne and Roy Rogers (at Republic Pictures); They Drive By Night (1940), with George Raft, Ann Sheridan, Ida Lupino and Bogart; High Sierra (1941), with Lupino and Bogart again; They Died with Their Boots On (1941), with Errol Flynn as Custer; The Strawberry Blonde (1941), with Cagney and Olivia de Havilland; Manpower (1941), with Edward G. Robinson, Marlene Dietrich and George Raft; and White Heat (1949), with Cagney. Walsh's contract at Warners expired in 1953.