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Jennifer Phillippi started their work experience in 1999 as an Account Manager at Project Technologies International. Jennifer then joined Consolidated Risk Solutions in 2002 as the Chief Operating Officer and Principal. At Consolidated Risk Solutions, they specialized in Wrap-Up Insurance Programs for construction projects across the US. In the same year, they also worked as a Wrap-Up Administrator at MRM Consulting.

Jennifer Phillippi obtained a Bachelor of Science degree in Actuarial Science from Florida State University in 1999. Jennifer also obtained a Bachelor's degree in Actuarial Science from the same university, although the specific years are unknown. Additionally, Jennifer has an ARM certification, but the institution and date of completion are unavailable.