Hollendorfer joined the local trainer colony in 2020 and finished tied for ninth in the standings. The Hall of Fame trainer who was inducted in 2011, has more than 7,600 victories to his credit.
Although Hollendorfer has never won an American Triple Crown race, he has had several victories in the equivalent races for fillies. He won the Kentucky Oaks with Lite Light in 1991, Pike Place Dancer in 1996, and Blind Luck in 2011.
In 2013, Shared Belief gave Hollendorfer his second Eclipse Award winner when he was named American Champion Two-Year-Old Male.
In 2015, Songbird was the third Eclipse Award winner for the Hollendorfer stable. Songbird won three Grade 1 races as a two-year-old, including the Breeders’ Cup Juvenile Fillies, and took home the Eclipse Award as the top two-year-old filly. In 2016, Songbird won seven races, four of those races being Grade I events, before losing by a nose to champion mare Beholder in The Breeders' Cup Distaff (G1). She was awarded her second eclipse award, winning the top three-year-old filly honor.