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Craig Allen has a diverse range of work experience in the actuarial field. Craig worked as a Senior Director in Actuarial and Underwriting at Sidecar Health starting in October 2020. Prior to that, they spent over 10 years at Anthem, Inc., where they held various roles including Actuarial Pricing Director, Manager of Actuarial Services - Forecasting, and Assistant Pricing Director. Craig also worked as a member of Health Services Actuarial and Consumer Valuation at Anthem. Before joining Anthem, Craig had internships at Willis Towers Watson and Hartford Life.

Craig Allen earned a Bachelor of Science in Statistics and Actuarial Science from Purdue University, where they attended from 2005 to 2009. Craig also holds additional certifications, including being a Fellow of the Society of Actuaries (FSA) and a Member of the American Academy of Actuaries (MAAA). The year in which they obtained the FSA certification is provided (2014), but the specific month or the year of obtaining the MAAA certification is unknown.