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Holly Anderson has a diverse work experience in the sales and retail industry. Holly started their career in 1993 at Stratton Sports as a Retail/Rental Shop Sales employee. From there, they worked at several companies, including Fat Trax Snowboard Shop and Santa Cruz Snowboards, as a Retail Sales Specialist and Outside Sales Representative, respectively. In 1997, they joined Milosport as a Retail Sales Specialist before moving to NHS, Inc. - Santa Cruz Skateboards in 1998. At NHS, Inc., they held various roles such as Inside Sales Representative, Key Account Manager, and Senior Sales Manager until 2018. Currently, Holly is the Sales Director at NHS, Inc. - Santa Cruz Skateboards.

Holly Anderson obtained their Bachelor's degree in Communication, Journalism, and Related Programs from the University of Massachusetts Amherst, where they studied from 1992 to 1996.