Cynthia Whitfield-Story

INSPIRE1, focuses on executive and leadership coaching, strategy development, and leveraging diversity, equity, and inclusion.

Cynthia recently retired from Allstate as the field senior vice president of the Southern Region, which includes Tennessee, Kentucky, Mississippi, Arkansas, and Louisiana. Cynthia was responsible for profit and loss results and a business revenue stream of nearly two billion dollars with almost 2,500 sales professionals.

For 25 years, Cynthia has been a leadership coach, consultant, and diversity leader focusing on strategy development and an integrated people-first approach.

During her tenure at Allstate, Cynthia advanced in leadership roles in Operations, Accounting, Finance, Risk Management, and Underwriting. She was promoted to vice president of countrywide risk management, strategy and execution and became vice president and senior vice president in the Southern Region.

Cynthia earned a business administration degree from Rutgers University and a master’s in management from Indiana Wesleyan University. She serves on the following boards: YWCA of Nashville, Big Brother Big Sisters of Middle Tennessee, Advancing Women in Nashville and FiftyForward. She is a Co-Chair for the Women Business Collaborative Nashville Advisory Council. In 2020, Cynthia was named one of Nashville Business Journal’s Women of Influence celebrating Nashville women making history as a community supporter.


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