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Natalie Crain has a diverse work experience spanning various roles and responsibilities. Natalie started their career as an Asst. Controller at National Mobile Television from 1995 to 2000. Natalie then joined REI, where they held positions such as Sr. Financial Analyst, Direct Marketing Acquisition Analyst, Marketing Manager - Digital, and Director of Brand Communications. Natalie worked at REI from 2000 to 2012. Natalie then moved to Lands' End, where they served as the Sr. Director of Customer Acquisition and Marketing Strategy from 2012 to 2015. Currently, Natalie works at TruStage, where they have held roles such as Director of Media and Marketing Strategy, Vice President of Consumer Insights and Customer Experience, and currently, as the VP of Customer Experience and Business Marketing.

Natalie Crain obtained their Bachelor's degree in Accounting and Finance from Graceland University, graduating in 1995.