Always Smiling

Always Smiling is a 4-year-old dark bay or brown filly from the United States, trained by Matt Williams. She is sired by the stallion Bayern and out of the mare Smart And Single. Throughout her career, Always Smiling has won 4 races. On November 12, 2023, at Del Mar, she was ridden by Kyle Frey and achieved her most notable victory to date, winning the $13,970 Maiden Claiming race against Miss Commander. She has proven to be a profitable horse for bettors, providing a 20 percent return on investment if she had been backed throughout her career.