Raise The Flag is a Phipps family homebred daughter of 1995 Champion Two Year Old My Flag and a half sister to 2002 Champion Filly Storm Flag Flying. Raise The Flag is also a half sister to the stakes winner With Flying Colors. Her second dam is 1988 Horse of the Year Personal Ensign. Raise The Flag has a late-maturing two turn pedigree. She started working at Saratoga for Shug McGaughey.