May 6, 2021 • 2HR 1M

18. Taking Over From the Founder and Then Going Big

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A Compass for Founders and Achievers Charting Their Course in Business and Life.

Robin Gregg was an experienced FinTech executive when she was asked to be CEO of MyLumper. Today she is an experienced FinTec entrepreneur and CEO of RoadSync. 

She told me, “This was the hardest challenge I ever had in my life.” 

This is a great story of a woman with no family business background becoming a business person. She was her high school’s valedictorian, who received a full scholarship to Washington and Lee University. 

Her search for the right career led her into an economic consultancy, Harvard Business School, a huge credit card company, a financial processing startup founded by Steve Case, a transportation based financial processor, to her current destination as CEO of RoadSync. 

So many lessons learned in each of her challenges as a wife, mother, business leader, and entrepreneur. It is a life well lived that resulted in wisdom.