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Gerry Wienholt has a diverse work experience spanning several industries. Gerry started their career in 1985 as a Supervisor of Computer Operations at MCI. In 1986, they became the Owner/Operator of Quick Service Franchise until 1996. From 1996 to 2005, they held a Training Contract with THINQ Learning Solutions, providing comprehensive end-user LMS training to prestigious clients such as HP, Rolls Royce, and Pfizer. In 1995, they became the President of PEP, inc., and in 2007, they served as the Vice-President of Sales at IAC, ServiceMagic, Inc. Gerry worked as the Managing Director of Federal Sales at Global Knowledge Training from 2009 to 2011. Additionally, in 2010, they simultaneously took on the role of Owner/Founder at Yoga Pod and worked as a Consultant at Walden University. In 2012, they joined TechnoMedia International as a Sales Consulting professional until 2013. Lastly, in 2013, they became the Sr. Vice-President of Sales at Atherio Inc.

Gerry Wienholt attended Archbishop Curley in Baltimore, MD, from 1978 to 1981. Gerry then pursued further education at the National Cryptologic School with a focus on Computer Technology from 1981 to 1984.