Miles is a partner with Draffin Tucker where he has been associated with the firm since 1991. In his role, he oversees the tax department and commercial practice. Throughout his career, he has concentrated on tax and audit services for closely-held businesses, professionals, and individuals. Additionally, Miles has provided services to a diverse range of industries, including agribusiness, legal, construction, equipment and automobile dealerships, healthcare, real estate, and small business.

Miles is licensed to practice in both Alabama and Georgia. He is an active member of the American Institute of CPAs and the Georgia Society of CPAs, where he previously served as President of the Albany Chapter. In addition, he is involved with the Construction Financial Managers Association, the Association of General Contractors, the National Society of Accountants for Cooperatives, and the Georgia Pecan Growers Association.

Miles is married to Romy Espy, and he has three adult children, Miles Espy, Jr., Michael Espy, and Emily Espy Riles.