the.com/sad sack

A person so chronically unlucky, misery seems like their day job.

means A bumbling, hapless person who seems to attract failure and misfortune wherever they go.

from Born in the U.S. Army of World War II, where 'sad sack' described the perpetually inept, luckless soldier — the one always mopping floors as punishment or marching out of step. The name got a huge boost from the comic strip 'Sad Sack,' created by Sgt. George Baker in 1942 for Yank magazine, following a nameless, bumbling private through endless military misadventures. 'Sack' likely echoes older slang for a dull or worthless person — a sad sack of a man. From the barracks, the phrase marched into everyday English to describe anyone chronically down on their luck.

origin
WWII army slang for inept soldiers
named after
literal sad-looking sack of potatoes
comic strip
popularized by Sgt. George Baker's cartoon
usage today
affectionate insult, not a diagnosis
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