| VENTURED | Took a risk in attempt to win on the first day (8) |
| GAMBOLLED | Had fun and took a risk in audition (9) |
| ASSISTS | Helps donkey win on the first of September (7) |
| SERENADE | Play in attempt to win a hand? (8) |
| GAMESHOW | Having answer, engage in attempt to win, losing in this programme? (4,4) |
| MISSIONS | Girl is holding on in attempts to win converts |
| LAVERTON | Circuit near Melbourne where Gregg Hansford took his first win on the KR750. (8,3,5,4) |
| AIRFORCE | Circuit near Melbourne where Gregg Hansford took his first win on the KR750. (8,3,5,4) |
| WAITUPON | Start to plan out a win on the Fritz serve (4,4) |
| DERAILED | Took a risk housing priest about to be thrown off course |
| COMPETED | Tried to win on a game show |
| CUTLOOSE | Prepare for card game, perhaps _ fail to win on round when free (3,5) |
| DRAWAWAY | Move off and fail to win on opponents' ground |
| HATTRICK | Horse races beset by a sprain but wins on the trot |
| NONWHITE | Jittery win on the black? (3-5) |
| GAURAV | ... Ghei, who was the first Indian golfer to win on the Asian tour. (6) |
| PAVON | Matthieu _, the first French golfer to win on the modern PGA Tour (5) |
| CHOI | K.J. __, first Korean to win on the PGA Tour |
| HOVLAND | First Norwegian to win on the PGA Tour (7) |
| TRAVESTY | Parody attempt to win cycling match |