picksad sack . sad sack {n. phr.} {informal} An inept person who makes mistakes despite good intentions. See: double-trouble No categories: add yours 'sad sack' on video Sad Sack - Returns Home From Army (June 12, 1946) MEL BLANC. Classic Sad Sack Routine w/ Lucille Ball. Live Performance from 1944. Oliver Wilde - Sad Sack 1974 Sad Sack and the Sarge Comic Book-Auction Find # 343 sort: relevance, mode: exact match, q: "sad sack", maxResults: 4, videoEmbeddable: true, videoSyndicated: true, safeSearch: strict, type: video Subscribe to: English Slang Discuss