| penniless |
| afflicted(miserable, wretched, unfortunate, doomed, unsuccessful) |
| bad break(expression, miserable, wretched, black, unfortunate) |
| behind eight ball(expression, miserable, wretched, black, unfortunate) |
| calamitous(miserable, wretched, unfortunate, doomed, unsuccessful) |
| cataclysmic(miserable, wretched, unfortunate, doomed, unsuccessful) |
| catastrophic(miserable, wretched, unfortunate, doomed, unsuccessful) |
| cursed(adjective, miserable, wretched, unfortunate, doomed) |
| dire(miserable, wretched, unfortunate, doomed, unsuccessful) |
| disastrous(miserable, wretched, unfortunate, doomed, unsuccessful) |
| hapless(miserable, wretched, unfortunate, doomed, unsuccessful) |
| hard luck(expression, miserable, wretched, black, unfortunate) |
| ill-fated(miserable, wretched, unfortunate, doomed, unsuccessful) |
| ill-starred(miserable, wretched, black, unfortunate, doomed) |
| inauspicious(miserable, wretched, unfortunate, doomed, unsuccessful) |
| luckless(adjective, miserable, wretched, unfortunate, doomed) |
| ominous(miserable, wretched, black, unfortunate, doomed) |
| out of luck(expression, adjective, miserable, wretched, unfortunate) |
| star-crossed(miserable, wretched, unfortunate, doomed, unsuccessful) |
| tough luck(expression, miserable, wretched, black, unfortunate) |