| BROKEDOWN | Stopped working, being penniless and sad |
| INELASTIC | I continue blocking nice working, being unyielding (9) |
| FIREDOORS | Dismissed, pathetic, penniless and headstrong, then exits (4,5) |
| BROKE | Shattered at being penniless (5) |
| OYSTER | Perhaps native Yankee will appear in advert, being penniless (6) |
| ASSORT | Arrange official document, being penniless (6) |
| PENURIOUS | Penniless and devout, taking rune away (9) |
| BREAKS | Leaves one penniless and splits (6) |
| NIL | In being penniless, one has nothing (3) |
| HARDUP | Soft down? No, penniless and quite the opposite (4-2) |
| GOFORBROKE | Intend to be penniless and risk everything (2,3,5) |
| BORACIC | A crib constructed with nothing ? a cent ? being penniless in London (7) |
| ONONESUPPERS | Penniless and old with nobody getting evening meals (2,4,6) |
| FLATBROKE | Penniless, and what cryptically can be seen in answers to asterisked clues (9) |
| DOWNSIZE | Reduce staff and sad, sad expressions might be heard |
| MEMES | Sad Keanu and Sad Kermit, for two |
| STAYED | Remained, yet being upset and sad (6) |
| DISMAL | Gloomy and sad, I'm upset and the teeniest bit lonely (6) |
| UPSIDEDOWN | Inverted and sad after leading team (6,4) |
| TRAGICOMEDY | Work that's both funny and sad (11) |
