Robin Chesler Sagoskin was born in the suburbs of Philadelphia, and developed a strong interest in foreign languages and travel. She attended the School of Foreign Service and majored in in International Trade and Economics. After graduating, Robin pursued an MBA and held a number of positions in New York City, including working for the the New York Federal Reserve Bank, Merrill Lynch, Business International Corporation, and the New York Stock Exchange. She later worked for Janney Montgomery Scott as a bank stock and insurance stock analyst, and worked for a financial publishing company while raising her two children. Her first son, Clayton Keir, is a double Hoya and is now a Navy JAG stationed in Japan. Her second son, Graham Keir, attended Georgetown School of Medicine and is now a neuroradiologist in Atlanta.