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Richard Calkins has worked as the Director of Information Technology at the City of Fort Myers since April 2007. Before that, they worked as an Associate Radio Frequency Engineer at Agilent Technologies from March 1999 to March 2007.

Richard Calkins completed their education as follows:

Between 2012 and 2014, Richard attended Delta State University, where they obtained a Master of Science degree in Geospatial Information Technology.

From 1993 to 1997, Richard attended the University of Wisconsin Oshkosh, where they earned a Bachelor of Arts degree in Professional Geography.

Richard Calkins also obtained additional certifications. Richard obtained a CGCIO certification from Florida State University, although the specific month of completion is not mentioned. In 2009, they obtained a GISP certification from the GIS Certification Institute (GISCI) in September.