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Leanna Diller has a strong background in the fashion industry with extensive experience in roles related to merchandising, sales, and strategic planning. Leanna most recently served as the Chief Product Officer at HOBO starting in 2022. Prior to that, they worked as an Interior Designer at Figure Eight from 2021 until 2022. From 2020 to 2021, Leanna worked as a Strategic Consultant. Leanna previously held leadership positions at Jack Rogers USA as the Chief Merchandising Officer from 2018 to 2020 and at Tory Burch, where they served in various roles, including Vice President of Global Merchandising and Director of Sales and Merchandising in the Handbags and Accessories division. Leanna also gained experience at Stuart Weitzman, FURLA, ANN INC., and The Donna Karan Company.

Leanna Diller earned a Bachelor of Arts (B.A.) degree with a focus in English & Journalism from the University of Wisconsin-Madison. The duration of their studies and the specific years they attended are unknown.