In 1982, Frank Stitt opened Highlands Bar and Grill in Birmingham. He hired Miles and her older sister Diane as cooks. Miles gradually worked her way up to executive pastry chef at the restaurant. She later moved on to making desserts for all of Stitt's restaurants, including Bottega, Bottega Cafe, and Chez Fonfon.[6]
In 2016, Miles was named a James Beard Award finalist for outstanding pastry chef.[7] She also advanced to the finals in 2017 and 2018.[1][8] She was named Outstanding Pastry Chef by the James Beard Foundation in May 2018.[2][3]
In 2018, Miles was the subject of "Dol", a documentary film by Ava Lowery.[9]
Her recipes have appeared in multiple publications, including Southern Living and a series of cookbooks written by Stitt. As a pastry chef, she is best known for her strawberry shortcake, lemon meringue tart and coconut pecan cake.[9]