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In 2010, founder Jennifer Hollingshead reached out to Indiana Landmarks and Indiana Main Street out of frustration that then-Mayor Charles Henderson was developing a plan to tear down one-third of the remaining buildings in Downtown Greenwood. In an effort to educate the public and put a stop to the demolition plans, Jennifer launched a Facebook page in April 2010 called, “Restore Old Town Greenwood (don’t tear it down).”

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In 2011, a board was formed with the guidance of Indiana Landmarks and Indiana Main Street. Restore Old Town Greenwood, Inc. became an state non-profit in January 2012, an official Indiana Main Street community in October 2012, and a federal 501c3 non-profit in the fall of 2015.