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Olivia Vendettoli has a work experience of over 30 years. Olivia began their career in 1986 at Blue Cross & Blue Shield of Rhode Island, where they worked as a Claim Examiner for over 22 years, until 2008. In the same year, they joined NHPRI as a Quality Auditor, and later became the Team Lead of Provider Claims Services, a Configuration Analyst, and finally a Senior Configuration Analyst, where they currently work.

Olivia Vendettoli attended Central High in Providence, RI from 1976 to 1980, but did not earn a degree. Olivia later pursued a Bachelor of Business Administration (B.B.A.) degree at Katherine Gibbs in Rhode Island from 1982 to 1983. No field of study is mentioned for either educational experience.