ruined

bankrupt beaten broke broken decayed derelict desolate destroyed done for doomed down-and-out finished ill-chosen ill-fated/ill-starred ill-fated impoverished infelicitous irreparable losing lost more desolate more ill-starred more ill starred more ill-fated more ill-fated more ill fated more ill fated more illfated more illfated more illstarred more worn out more worn more worn more worn-out more wornout most ill-fated most ill-fated most ill-starred most ill starred most illfated most illfated most ill fated most ill fated most illstarred most worn out most worn most worn most wornout most worn-out penniless piteous scrubby shabbier shabby soiled spoiled tatty unfortunate worn worn/worn-out wrecked