| WISEGUYS | Smart alecs guess why I broke no hearts (4,4) |
| ESTIMATE | Guess why I'm stuck in 25 down |
| ZOOM | Videoconferencing app whose stock boomed in 2020 (guess why!) |
| THERESNOSAYING | Anybody's guess why Christmas cracker disappoints? (6,2,6) |
| SHERATON | No hearts entwined for this famous fellow! (8) |
| KNOWALLS | Smart Alecs with reason why cobblers were unsuccessful reportedly? |
| NOMINATE | Put up memo about minimum grade for smart alecs? |
| WISEACRE | Smart Alec's old way to get a port |
| NAILHEAD | A handle I broke is one hit by a hammer (4-4) |
| FIDDLIER | I broke one on the roof that's more awkward to handle |
| RESIDUAL | Remaining sad with rule I broke (8) |
| ABUDHABI | A bad hub; I broke down in a UAE capital (3,5) |
| AURELIUS | Roman emperor's golden rules I broke? (8) |
| OBLIGATE | Bind a goblet I broke (8) |
| TRIMARAN | Smart alec initially was in charge of boat |
| DOWN | "No tears and no hearts breakin', no remorse/Oh congratulations, this is your ___ ___". 1976 (7-7) |
| HAITIAN | "No tears and no hearts breakin', no remorse/Oh congratulations, this is your ___ ___". 1976 (7-7) |
| DIVORCE | "No tears and no hearts breakin', no remorse/oh congratulations, this is your ___ ", 1976 (7-7) |
| NORTH | No Hearts limiting openings for regular team card player (5) |
| BIGCLUNKINGFIST | Duke with power smashed 'Fight Club' ___ no hearts sinking (3,8,4) |
