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Bob Gillespie

Executive Director at REACH Commercial

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Topic: PropTech

Bob Gillespie is a serial entrepreneur with over 25 years of experience in technology, leadership and operations. He believes that the ability to build great teams is the most important factor for success. Companies Bob has founded have gone on to raise over $60M in venture funding with an enterprise value of over $150M. In an advisory role, he has worked extensively with over 200 companies in an accelerator program, with his mentorship and network connections leading to new customers, partnerships and venture funding for the participating companies.

Bob has his MBA from the University of Chicago Booth School of Business with concentrations in Entrepreneurship and Finance.

Bob loves baseball, is an avid reader, and a passionate traveler. His favorite activity is coaching his son is basketball and baseball. He hopes to visit at least 100 countries in his lifetime. He lives in the Albany Park neighborhood of the greatest city in world.

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Bob Gillespie
Executive Director at REACH Commercial
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