Thornfield started the race as the longest shot on the board, further cementing Knob Hill Stables reputation as both a superior breeding stable and as frequent upset artists. As a result of his performance in the 1999 season Thornfield won the Sovereign Award for horse of the year and Champion Grass Horse. In the early 2000s Knob Hill Stables experienced moderate success, with 20 horses accumulating career earnings of $70,000 USD or more, however, only two horses achieved graded stakes wins, Chopinina and Saoirse. After Stavro's death in 2006, his estate assumed the management of Knob Hill Stable, looking to carry on Stavro's legacy and love of horse racing. That year Stavro was posthumously inducted into the Canadian Racing Hall of Fame. The 2006 season would prove to be successful for the stables largely due to one of the horses Stavro purchased at the Keeneland Yearling Sale, Leonnatus Anteas. Named after one of Alexander the Great's body guards the two year old horse would go on to win all three races he entered, with each race being on a different track surface. For his efforts Leonnatus was voted 2006 Sovereign Award Champion for 2-Year-Old Horse. Leonnatus quickly emerged as one of the more promising Canadian racing horses and began the 2007 season with high expectations. He was a winterbook favorite for the Queens Plate race; however, he unfortunately could not race due to an infection in his pastern. The three-year-old colt made his next start in the September 15 Super Derby at Louisiana Downs in Bossier City, Louisiana, finishing fourth. Even with Leonnatus’ injuries, the 2007 season was one of the most successful in the history of Knob Hill Stables. Leading the charge was the Knob Hill Stables bred three-year-old Alezzandro, a derivative of the name of Stavro's hero, Alexander the Great. That year Alezzandro won the Prince of Wales Stake and finished second in the Queen's Plate, a goal that Stavro strived for his entire life. Alezzandro finished the year 65th in earnings for all of North America and received the Sovereign Award for Champion 3-Year-Old Colt. For the 2007 season Knob Hill Stables finished with $1,247,000 USD in earnings, the second highest earnings in their history. In 2008 Knob Hill Stables saw less success than years prior. Their only major stake win for the season was Nicki Knew which won the Boston City Stake. Overall the Stables’ earnings