| 100% | KNOWN | 5 | "I should have ___ better" |
| 80% | DUH | 3 | "Oh, I should have known that!" |
| 80% | DUH | 3 | "Wow, I should have realized that!" |
| 79% | KNOWN | 5 | "We really should have ___ better" |
| 77% | SINGOFOMISSION | 14 | Perform the hit "Things I Should Have Said"? |
| 76% | TSKTSK | 6 | "You should have known better" |
| 76% | TUT | 3 | "You should have known better" |
| 75% | NOWONDER | 8 | "Ah, that explains it! I should have known": 2 wds. |
| 73% | LIAR | 4 | "A ___ should have a good memory": Quintilian |
| 73% | DUH | 3 | "That should have been obvious to me" |
| 71% | DUH | 3 | "Oh, that should have been obvious to me" |
| 71% | ENVY | 4 | "It should have happened to me instead" feeling |
| 71% | LETMETRY | 8 | "Maybe I'll have better luck" |
| 70% | SWARAJ | 6 | "___ is my birthright and I shall have it" (rallying cry for Indian independence) |
| 70% | BEER | 4 | It should have a head and a good body |
| 69% | MEH | 3 | "I've had better" |
| 69% | ALIAR | 5 | "___ should have a good memory" (one concocting false tales): 2 wds. |
| 68% | DUH | 3 | "I should have known that!" |
| 68% | SEEN | 4 | "I should have ___ that coming" |
| 68% | DUH | 3 | ''I should have known that!'' |
| 67% | AGO | 3 | "I should have done this ages ___!" |
| 67% | ITFIGURES | 9 | "I should have guessed as much" |
| 67% | AGO | 3 | "I should have done this ages ___" |
| 67% | BRR | 3 | "I should have worn a scarf!" |
| 65% | AGO | 3 | "I should have told you this long ___" |
| 65% | BRRR | 4 | “I should have worn my winter coat!” |
| 64% | GREATCODALMIGHTY | 16 | "This is the best fish I've ever had!" |
| 64% | UNLESS | 6 | "Hold on, I just might have a good solution ..." |
| 64% | DONTBESAD | 9 | "I also have good news, though!" |
| 63% | FEDEX | 5 | I'm a multinational goods transportation company whose logo has an arrow |