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- 1915: founded
- 1936: formally incorporated
- 1996: Chamber launches JPAC (Jobs for Southwestern Indiana Political Action Committee) to aid efforts to encourage more experienced, business-friendly candidates to seek elected office
- 2004: “Voices for I-69” evolves into “Hoosier Voices for I-69,” an independent nonprofit organization managed by the Chamber (originally formed as the Southwestern Indiana Regional Highway Coalition in 1991)
- 2005: More than 115 business participate in first Chamber-hosted Tri-State Business EXPO
- 2006: Chamber hosts first “Candidate School” program
- 2006: Delegates from Southwest Indiana travel to Lexington, KY to explore community best practices as part of first Chamber-hosted Inter-City Leadership Visit
- 2006: Evansville Named “Community of the Year” by Indiana Chamber of Commerce after Chamber leads nomination efforts
- 2006: Tri-State World Trade Council, an independent nonprofit organization comprised of area universities and businesses, announces formal affiliation with the Chamber
- 2006: After several years of negotiation, the Posey County Chamber of Commerce and the Metropolitan Evansville Chamber of Commerce formally unite to form The Chamber of Commerce of Southwest Indiana
- 2008: Chamber launches Tri-State Manufacturers’ Alliance
- 2010: Young Evansville Professionals (an independent nonprofit organization) comes under The Chamber of Commerce of Southwest Indiana umbrella, becoming known as Young Professionals Network (known today as Young Professionals Alliance)
- 2012: First segment of I-69 in Southwest Indiana opens for business, connecting Evansville to Crane
- 2013: Chamber partners with Henderson-Henderson County Chamber of Commerce (now known as Kyndle) to launch BridgeLink, a nonprofit organization focused on advocating for construction of a new I-69 Ohio River bridge
- 2013: Chamber launches Diverse Business Alliance
- 2014: Chamber launches Downtown Alliance
