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Jill Cadwell has a solid work experience in the title and closing operations field. Jill started their career at Fidelity National Title in 1991 as an Assistant Vice President and worked there until 2000. Jill then held various management positions at Talon Title Group - First American Title, Talon Title Agency, and LSI Title Company. In 2014, they joined ServiceLink, a Black Knight Company, as the Executive Vice President of Title and Closing Operations, where they successfully oversaw a large staff and managed the merger with LSI/LPS. From 2015 to 2018, they served as the Chief Operating Officer at PCN Network LLC/ Safe Escrow, and most recently, they have worked as the Senior Vice President of Operations at Radian.

Jill Cadwell attended Petoskey High School in Michigan from 1982 to 1984, but did not attain a degree or specify a field of study.