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David Winkler has held various roles in the technology industry since 1985. David began their career at Electronic Data Systems (EDS) as a Systems Engineering Manager, where they increased revenues and improved customer satisfaction for both corporate and managed outsourcing accounts. David then moved to Oracle Consulting Services (OCS) as a Senior Practice Manager in 1996, followed by Cadence Design Systems as a Consulting Executive in 1998. In 1999, they joined Microsoft Consulting Services (MCS) as a Senior Practice Manager, and then moved to Cytura in 2000 as Vice President of Business Development and Marketing. David was later promoted to Chief Operating Officer and elected to the company board of directors. In 2002, they joined Mobius Management Systems as Vice President of Product Management and Marketing. In 2006, they returned to Docufree as Executive Vice President and Chief Product Officer, where they led the product and platform roadmap, product vision, innovation, development, product marketing, and go-to-market alliances. In 2010, they joined Ricoh Americas Corporation as Global Leader of the Healthcare Vertical and National Director of Healthcare Business Development. David currently serves as Executive Vice President and Chief Product Officer at Docufree.

David Winkler attended Grand Valley State University from 1981 to 1985, earning a Bachelor of Business Administration (BBA) in Facilities Management.