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Jeffry Wolansky has a diverse work experience in various industries. Jeffry started their career in 2001 as the Director of Reseller Channel at HealthIS/SourceMed. Jeffry then worked as an Account Manager at Source Medical from 2005 to 2007. Following that, they served as an Inside Sales Manager at Allscripts from 2007 to 2009. In 2009, Jeffry worked as a Client Development Associate at Omni Medical Billing Plus. Jeffry joined Community Health Network of Connecticut, Inc. in 2010 as a Regional Network Manager and later became a Senior Network Consultant. In 2012, Jeffry became a Real Estate Agent at Marty Rauch Real Estate. In 2013, they returned to Community Health Network of Connecticut, Inc. as a Senior Regional Network Manager.

Jeffry Wolansky attended Rochester Institute of Technology from 1983 to 1987, where they obtained a Bachelor of Science degree in Business - MIS. Prior to that, they attended Avon High, although the specific years and degree program they pursued at that institution are unknown.