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Jessie Callahan Dadosky

Jessie is president of Callahan Family Investments, a family-owned investment business focused on growth-oriented investment opportunities within real estate and private equity. Jessie is also active as a development executive for Novel Coworking, managing the development of real estate projects within Novel’s rapidly growing national office portfolio.

Jessie began her career as a Teach For America Corps member in New York City teaching 1st grade at Brooklyn Ascend Charter school. This experience furthered an interest in better understanding urban education systems and supporting education reform. Since moving back to Chicago, Jessie has been active with OneGoal, and served as a board fellow at Illinois Network of Charter Schools.

Jessie has a B.A. from the University of Michigan where she was inducted into Phi Beta Kappa, an MBA from Northwestern’s Kellogg School of Management, and a Masters in Engineering Management from Northwestern’s McCormick School of Engineering. Her hobbies include cooking, high intensity athletic challenges, and navigating parenting her 5-month-old daughter, Leni, with her husband, Evan.

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