Ryan Caldwell is an experienced e-commerce and finance professional currently serving as the Head of Ecommerce for Timberland Americas since September 2025. Prior to this role, Ryan held the position of Senior Director of ECommerce at Reebok from November 2022 to September 2025. Ryan's career at adidas spanned from March 2014 to July 2022, where Ryan served as Category Director for Sportswear Apparel and as Director of Brand Finance. Earlier experience includes serving as Head of Finance at TaylorMade Golf Company and as a Senior Financial Analyst at Reebok. Ryan began a professional journey as a Financial Analyst at TaylorMade Golf Company from May 2009 to November 2011. Ryan earned a Bachelor of Science degree in Marketing and International Business from Drexel University's LeBow College of Business between 2000 and 2004.
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