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Brad Winstead has extensive work experience in the tobacco industry. Brad is currently serving as the Chief Executive Officer of Casa de Montecristo Inc., a chain of premier modern lounge and cigar stores under Tabacalera USA Inc. Brad joined the company in 2019 and is responsible for the overall vision and expansion of the business. Prior to their current role, Brad held various executive positions at Imperial Brands PLC, including CEO of Casa de Montecristo Inc. and Head of Consumer Marketing for the Premium Cigar Division. Brad has also served as the Vice President of Sales and Vice President of Field Sales for Altadis U.S.A. In their earlier career, Brad worked as a Division Manager and Premium Territory Manager at Altadis U.S.A., and as an Outside Sales and Market Development representative at Tinder Box of the Carolinas.

Brad Winstead obtained a Bachelor of Science degree in Marketing and Finance from Elon University, where they studied from 1999 to 2003. In addition to their degree, they have obtained several certifications. These include a Certificate in Marketing from the FAU Executive Education, which they obtained in March 2019. Brad also completed a Situational Leadership II Workshop and received a Certificate of Completion from the American Management Association in December 2013. Furthermore, Brad Winstead obtained a Certificate of Completion in Improving Your Managerial Effectiveness from the American Management Association in May 2013.