| 100% | LOSER | 5 | He can't buy a break |
| 57% | HASBADLUCK | 10 | Can't catch a break |
| 56% | NOLUCK | 6 | Can't catch a break: 2 wds. |
| 55% | POORME | 6 | "I can't catch a break!" |
| 52% | HAPPYLIFE | 9 | "Money can't buy a ___, or a peaceful death": "A Christmas Carol" |
| 50% | LOSER | 5 | One who can't catch a break |
| 50% | POORSOUL | 8 | One who can't catch a break |
| 49% | SIGH | 4 | "I just can't catch a break" sound |
| 49% | OHME | 4 | "Jeez, I can't catch a break" |
| 49% | EGGS | 4 | "You can't make an omelet without breaking a few ___" |
| 49% | OMELET | 6 | It can't be made without breaking a few eggs |
| 48% | DAN | 3 | Steely ___, "Can't Buy a Thrill" rock band |
| 47% | WIZARD | 6 | He can put a spell on you |
| 47% | ITGUY | 5 | He can help you after a crash |
| 46% | OWLET | 5 | He can hardly give a hoot |
| 46% | ITGUY | 5 | He can help after a crash |
| 46% | SPRAT | 5 | He could "eat no fat," in a nursery rhyme |
| 46% | BINDING | 7 | Describes a contract that can't be broken |
| 45% | STEELYDAN | 9 | Group whose 1972 debut album "Can't Buy a Thrill" went platinum |
| 45% | STAIRS | 6 | What a broken escalator can serve as, aptly |
| 45% | ALE | 3 | Can be bought in a pub |
| 44% | DELI | 4 | A place where you can buy sandwiches |
| 44% | SCAPEGOAT | 9 | He’s given a can to carry |
| 43% | ALI | 3 | He could "float like a butterfly, sting like a bee" |
| 43% | EXILE | 5 | He can't go home again |
| 42% | OSMOND | 6 | He said "I don't want my album coming out with a G rating. Nobody would buy it" |
| 42% | HEFNER | 6 | He bought a burial plot next to Marilyn Monroe |
| 42% | MEAT | 4 | What you can buy from a butcher |
| 42% | ART | 3 | What one can buy at a gallery |
| 42% | ERNIE | 5 | He said "I can't hear you, Bert, I've got a banana in my ear" |