Owned by Jess Stonestreet Jackson, Stonestreet Farms currently maintains a broodmare band of over 100 in its breeding operation in Lexington, Kentucky and races several dozen thoroughbreds through Stonestreet Stables.

Jackson is the majority owner of Curlin, the all-time North American thoroughbred money winner and the 2007 and 2008 Horse of the Year. Jackson is also co-owner of super filly, Rachel Alexandra, the first filly to win the Preakness Stakes (2009) in 85 years. Together with his wife Barbara Banke, Jackson is the founder and owner of the world-class Kendall-Jackson Wine Estates.