Wiktionary
sad sack
n. 1 (label en idiomatic usually hyphenated when used attributively) An incompetent or inept person. 2 (label en idiomatic usually hyphenated when used attributively) A perennial victim of misfortune.
WordNet
Wikipedia
Sad Sack
Sad Sack is an American fictional comic strip and comic book character created by Sgt. George Baker during World War II. Set in the United States Army, Sad Sack depicted an otherwise unnamed, lowly private experiencing some of the absurdities and humiliations of military life. The title was a euphemistic shortening of the military slang "sad sack of shit", common during World War II. The phrase has come to mean "an inept person" or "inept soldier".