Houston (1989), Honor Grades (1991), Alydeed (1992), Cherokee Run (1993), Numerous (1994), Our Gatsby (1995), Black Cash (1998), Patience Game (1999), Sir Shackleton (2004), Flying First Class (2007), Macho Again (2008), and Pleasant Prince (2010). Although none of those Trial horses won the Preakness, Alydeed, Cherokee Run and Macho Again finished second at Pimlico Race Course and Key to the Mint finished third. And two of trainer Woody Stephens' Trial winners Caveat in 1983 and Creme Fraiche in '85 went on to win the Belmont Stakes (GI). Additionally, the 2008 Belmont Stakes was won by Da'Tara, trained by Nick Zito, who finished in fifth place in the 2008 Derby Trial Stakes. Calumet Farm had three horses that finished second in the Trial. In 1941, Whirlaway finished second to Blue Pair in the Trial, but then roared back to win the Triple Crown. In 1949, Ponder was second to Olympia in the Trial, but came back five days later to take the Derby by three lengths over Capot. In 1957, Middleground finished second in the Trial to Black George on a muddy track, but won the Kentucky Derby later on a fast track. And then there was the ill-fated Gen. Duke in 1957. He came to Churchill Downs touted as a potential superstar, but finished second to Federal Hill in the Trial. Then, the morning of the Derby, Gen. Duke was scratched because of a foot injury suffered in the Trial. In 1967, Barb's Delight became the last Trial horse to have a significant impact on the Derby, finishing second by a length to longshot Proud Clarion. Don't Get Mad finished fourth in the Derby in 2005. The last horse to win the Saturday before the Derby and then win the roses was Cannonade in 1974. But the race he won was the now-defunct 7f Stepping Stone Purse, not the Derby Trial. Losers of the Trial and winners of the Derby Several Kentucky Derby winners failed to win the Trial, but bounced back to win the "Run for the Roses." Most notable of those were Calumet Farm's Iron Liege, who finished fifth in the Trial and returned to defeat a Kentucky Derby field that included champions Gallant Man, Round Table and Bold Ruler and is generally considered to be the greatest field in Derby history. King Ranch's Assault finished fourth in the Trial, but returned to win the Derby and sweep