sadsack

Perpetually unlucky person

A sadsack is a pathetically ineffectual or perpetually unfortunate person—someone who seems to attract failure and disappointment.

The term carries both pity and mild contempt: He's such a sadsack, can't even get a date to his own birthday party.

Originally military slang for an inept soldier, it now applies to any hapless, downtrodden figure.

loser

underachiever

One performing below capacity

incompetent · hapless · unlucky · bungler · schlep · schlemiel · hard-luck · jinxed · luckless · also-ran

dejected

hopeless

Beyond possibility of success

disheartened · discouraged · woebegone · glum · doleful · melancholy · dispirited · gloomy · sorrowful · downcast

sympathy

pitiful

Arousing sorrowful contempt

wretched · downtrodden · hard-luck · lamentable · heartbreaking · sorry · woeful · tearjerker

Opposites
success and competence

sadsackwinner

One who prevails

go-getter · achiever · success story · hotshot · overachiever

disposition and energy

sadsackoptimist

Habitually hopeful person

ray of sunshine · live wire · bright spark · Pollyanna · life of the party

luck and fortune

sadsacklucky devil

Enviously blessed person

golden boy · golden girl · lucky duck

Family

sad, sack, sadness, sad sack

Familiarity
Top 500,000
Profile
Used worldwide · Timeless · Negative · Everyday, not technical · Rated G