Victorian apprentice Ashley Thompson reached the first of many milestones, riding his twentieth TAB winner at Wangaratta on Monday.

Thompson, 19, expertly rode the Brian Cox-trained Flagstaff to victory in the $12,000 Tour Of Victoria Middle Distance Series Heat 8 0-78 Handicap (1600m).

The victory means Thompson will be only able to claim two kilos at future TAB meetings outside the metropolitan area.

Thompson has also ridden just over ten winners on the Non-Tab circuit.

Picture: Greg Irvine