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Cara Tellie worked as the Chief Administrative Officer (CAO) and General Counsel at Wintrust Life Finance from July 2009 to February 2021. Prior to that, they were an Assistant General Counsel at AIG from August 2008 to July 2009. Before joining AIG, they worked as an Associate at Thacher Proffitt & Wood LLP from April 2006 to July 2008, and as an Associate at Wolff & Samson PC from 2003 to 2006.

Cara Tellie attended West Essex High School; however, their start year and end year for this education are unknown. Following high school, from 1997 to 2001, they pursued a Bachelor of Science/Bachelor of Arts degree in Marketing at Villanova University. After completing their undergraduate studies, Cara went on to attend New York Law School from 2001 to 2004, although the specific degree name and field of study are not provided. As of February 2023, Cara also obtained the Mentor Badge certification from Wintrust Financial Corporation.