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Jacob Stern's work experience begins in 2009 with LB Stanton Consulting, Inc, where they worked as a project-based strategic planning consultant until 2010. In 2010, Jacob joined CPS as a project coordinator for The Excellence in Teaching Project, responsible for coordinating the implementation of a new teacher evaluation system. In 2011, they worked as an economic development intern for North River Commission and Albany Park Chamber of Commerce. Later that year, Jacob joined SomerCor 504, Inc. as an operations and credit intern.

In 2012, Jacob had an internship with Grubb & Ellis in their Strategic Consulting Group before returning to SomerCor as an SBIF assistant director. Throughout their time at SomerCor, they held various roles, including SBIF director and vice president of economic development, SBIF director. Jacob played a significant role in managing programs such as the Small Business Improvement Fund (SBIF) and the SBA Community Advantage loan program.

From 2017 to 2019, Jacob served as SomerCor's senior vice president and director of economic development, working closely with the City of Chicago's Department of Planning and Development and the Mayor's Office. In this role, they were responsible for leading the design, launch, and implementation of the Neighborhood Opportunity Fund and overseeing the administration of the Small Business Improvement Fund.

In 2019, Jacob joined Cinnaire as vice president of business development and later transitioned to the role of senior vice president. At Cinnaire, they focused on affordable housing and community development initiatives in the Mid-Atlantic region, specifically in Delaware, Maryland, Pennsylvania, and New Jersey. Jacob led efforts in Low Income Housing Tax Credit (LIHTC) equity and debt origination.

Overall, Jacob Stern has extensive experience in economic development, community finance, and project coordination, with a strong emphasis on supporting small businesses and affordable housing initiatives.

Jacob Stern has a diverse education history. Jacob started their academic journey in 2005 at the University of Wisconsin-Madison, where they pursued a Bachelor of Arts (BA) degree in Psychology. After completing their undergraduate studies in 2009, they took a short-term academic opportunity in 2008 at the University of Galway.

In 2011, Jacob pursued a Masters degree in Urban Planning and Policy at the University of Illinois Chicago. Jacob completed this program in 2013, gaining expertise in the field.

Later, in 2016, Jacob enrolled in the Northwestern University - Kellogg School of Management. Jacob pursued and received a Master of Business Administration (MBA) degree, specializing in Finance. Jacob completed their MBA program in 2019.

Overall, Jacob's education history demonstrates their interdisciplinary approach, combining studies in Psychology, Urban Planning and Policy, and Finance.