| Solution | Length | |
|---|---|---|
| 3 letters | ||
| sad | 3 | |
| bad | 3 | |
| 4 letters | ||
| poor | 4 | |
| evil | 4 | |
| 5 letters | ||
| wrong | 5 | |
| unfit | 5 | |
| happy | 5 | |
| rough | 5 | |
| 6 letters | ||
| unwise | 6 | |
| victim | 6 | |
| woeful | 6 | |
| somber | 6 | |
| unripe | 6 | |
| tragic | 6 | |
| 7 letters | ||
| useless | 7 | |
| unlucky | 7 | |
| unhappy | 7 | |
| unready | 7 | |
| hapless | 7 | |
| UNHANDY | 7 | |
| 8 letters | ||
| illfated | 8 | |
| untoward | 8 | |
| untimely | 8 | |
| too-soon | 8 | |
| LUCKLESS | 8 | |
| terrible | 8 | |
| Sad sack | 8 | |
| sinister | 8 | |
| unseemly | 8 | |
| wretched | 8 | |
| UNSTURDY | 8 | |
| 9 letters | ||
| premature | 9 | |
| unblessed | 9 | |
| sorrowful | 9 | |
| stillborn | 9 | |
| IIIomened | 9 | |
| miserable | 9 | |
| schlemiel | 9 | |
| outofluck | 9 | |
| 10 letters | ||
| disastrous | 10 | |
| lamentable | 10 | |
| sadbuttrue | 10 | |
| calamitous | 10 | |
| unsuitable | 10 | |
| 11 letters | ||
| UNPROMISING | 11 | |
| threatening | 11 | |
| undesirable | 11 | |
| unbefitting | 11 | |
| regrettable | 11 | |
| UNFAVORABLE | 11 | |
| 12 letters | ||
| unpropitious | 12 | |
| unprosperous | 12 | |
| star-crossed | 12 | |
| infelicitous | 12 | |
| UNSUCCESSFUL | 12 | |
| unseasonable | 12 | |
| 14 letters | ||
| unprovidential | 14 | |
| 15 letters | ||
| UNDERPRIVILEGED | 15 | |