Photo of Jacob Shapiro

Jacob Shapiro

Principal, Investments

Jacob Shapiro is a Principal on the investment team at Cleveland Avenue. Prior to Cleveland Avenue, Jacob was a member of the Consumer Investment Banking team at Robert W. Baird & Co. where he advised corporate and private equity clients on M&A transactions and provided other financial advisory services. Previously, Jacob advised high net worth families through various roles at Citi Private Bank.

Jacob also has extensive investment experience in the Real Estate and Restaurant sectors including in fund syndications. He has been an active investor and adviser to several young companies in the Chicagoland area. 

Jacob received his MBA in Finance and Real Estate from the Kellogg School of Management at Northwestern University and holds Bachelor of Arts degrees in History from Columbia University and Talmud (Jewish Law and Ethics) from The Jewish Theological Seminary. Jacob is active in several community organizations and just completed a four-year term on the Young Leadership Board of the Jewish United Fund. 

An entrepreneur at heart, Jacob founded an event ticket management company in 2011. In his free time, he enjoys exploring the Chicago restaurant scene, reading non-fiction and rooting for the Chicago White Sox and Blackhawks.