| Rating | Solver | Clue |
|---|---|---|
| WIND | Win 500? It’s a breeze! | |
| ATTAIN | Win | |
| CONQUER | Win | |
| UPSET | Against-the-odds win | |
| PREVAIL | Win through | |
| DRAW | No-win situation | |
| REAM | 500 sheets | |
| RECLAIM | Win back | |
| REGAIN | Win back | |
| CONVINCE | Win over | |
| WAN | Of Win | |
| WON | Of Win | |
| WINNING | Of Win | |
| JACKPOT | Big lottery win | |
| ODDSON | Likeliest to win | |
| LOSES | Fails to win | |
| LOST | Failed to win | |
| LOSE | Fail to win | |
| LANDSLIDE | Huge Election Win | |
| BEARD | Bear with 500 whiskers | |
| ODDS ON | Likeliest to win (4-2) | |
| ODDS-ON | Likeliest to win (4-2) | |
| ENLIST | Win over (to cause) | |
| ROMPHOME | Win a race easily | |
| DISC | Record shows that 500=100 | |