About Allison

Allison Dubrow is a partner in Caldwell’s Financial Services and Insurance practices, focusing on the recruitment of senior business and functional leaders across the C-suite and boardroom in the insurance industry including property & casualty and life insurance carriers, as well as brokers and other industry-related service providers.

With more than 15 years of executive search experience, she has worked on more than 200 client engagements, spanning a wide range of firms and functions. Along with placing senior business leaders, Allison’s functional work has included sales and marketing executives, chief financial officers, chief actuaries, chief investment officers and chief risk officers. She partners with Fortune 100 and 500 corporations as well as private operators and private equity portfolio companies across the U.S. and abroad.

Diversity, equity and inclusion have become both a personal and professional passion of Allison’s. She is a core member of Caldwell’s DEI Council and has written and spoken on the merits of increasing diversity in the insurance industry.


Allison joined Caldwell from Spencer Stuart, where she was a key member of the Financial Services and Insurance practices. Prior to her career in executive search, she worked in asset management marketing at M.D. Sass, in equity research at Sanford Bernstein, and in private equity at Easton Hunt Capital Partners.


Allison hold a B.A. in psychology from Colgate University and an M.B.A. from New York University’s Stern School of Business.

Recent Feedback

Allison Dubrow really made me feel like she had my best interests in mind. That is likely the biggest differentiator from other search firms. She was transparent and maintained steady communication through the entire process. Really appreciate all of her guidance and opinions throughout the process.” – Monica Verma, COO, Investments

“Caldwell was fantastic to work with during the search process. Peter, Allison and Elena were very communicative and followed up with me both before and after every interview as well as made sure that I was sufficiently prepared for each session. All communications were timely and Allison’s input on the overall offer was extremely helpful. I would certainly recommend them for future clients!” – Chief Insurance Officer, North American commercial insurance firm

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