| Gambits | 7 |
| Gambits might happen en route to these | 38 |
| Gambits, in chess | 17 |
| Gamble | 6 |
| Gamble and lose on the lottery? | 31 |
| Gamble badly | 12 |
| Gamble chips | 12 |
| Gamble everything | 17 |
| Gamble for small stakes | 23 |
| Gamble in a big way | 19 |
| Gamble intuitively | 18 |
| Gamble on the market, in a way | 30 |
| Gamble or gambol | 16 |
| Gamble or Robertson | 19 |
| Gamble successfully in the back of a moving van? | 48 |
| Gamble taken by the Yankees in 1979 | 35 |
| Gamble Yankees took in 1980 | 27 |
| Gambled | 7 |
| Gambled poorly | 14 |
| Gambled with cubes | 18 |
| Gambler | 7 |
| Gambler Holliday | 16 |
| Gambler who needs five in a row | 31 |
| Gambler's "bone" | 30 |
| Gambler's "bones" | 31 |
| Gambler's "bullet" | 32 |
| Gambler's "I pass" | 32 |
| Gambler's acronym | 21 |
| Gambler's aid | 17 |
| Gambler's aid: Abbr. | 24 |
| Gambler's all-out plunge | 28 |
| Gambler's attractions or distractions | 41 |
| Gambler's best friend? | 26 |
| Gambler's boast | 19 |
| Gambler's bones? | 20 |
| Gambler's calculation | 25 |
| Gambler's calculations | 26 |
| Gambler's card game | 23 |
| Gambler's chimera | 21 |
| Gambler's chit | 18 |
| Gambler's chits | 19 |
| Gambler's choice | 20 |
| Gambler's claim to beating the house | 40 |
| Gambler's claim to beating the odds | 39 |
| Gambler's claim to winning | 30 |
| Gambler's concern | 21 |
| Gambler's concerns | 22 |
| Gambler's creation | 22 |
| Gambler's credo, perhaps | 28 |
| Gambler's credo? | 20 |
| Gambler's cube | 18 |
| Gambler's cubes | 19 |
| Gambler's debt, so to speak | 31 |
| Gambler's declaration | 25 |
| Gambler's delight | 21 |
| Gambler's departure? | 24 |
| Gambler's deposit | 21 |
| Gambler's desire | 20 |
| Gambler's destination | 25 |
| Gambler's dream | 19 |
| Gambler's favorite J.S. film? | 33 |
| Gambler's favorite woman? | 29 |
| Gambler's following | 23 |
| Gambler's fund | 18 |
| Gambler's game | 18 |
| Gambler's game, perhaps | 27 |
| Gambler's giveaway | 22 |
| Gambler's gratuity | 22 |
| Gambler's hangout, for short | 32 |
| Gambler's haunts, briefly | 29 |
| Gambler's haven | 19 |
| Gambler's headaches | 23 |
| Gambler's holy grail | 24 |
| Gambler's I.O.U. | 20 |
| Gambler's initialism | 24 |
| Gambler's inits. | 20 |
| Gambler's input | 19 |
| Gambler's insurance | 23 |
| Gambler's IOU | 17 |
| Gambler's jubilant cry | 26 |
| Gambler's lady? | 19 |
| Gambler's lament | 20 |
| Gambler's last resort | 25 |
| Gambler's loss, figuratively | 32 |
| Gambler's loss? | 19 |
| Gambler's mark | 18 |
| Gambler's marker | 20 |
| Gambler's mecca | 19 |
| Gambler's memo | 18 |
| Gambler's method | 20 |
| Gambler's milieu | 20 |
| Gambler's money | 19 |
| Gambler's moxie? | 20 |
| Gambler's need | 18 |
| Gambler's note | 18 |
| Gambler's note, slangily | 28 |
| Gambler's numbers | 21 |
| Gambler's obligation | 24 |
| Gambler's obsession | 23 |
| Gambler's offer | 19 |