Wissy Wendt has extensive work experience in the real estate industry. Wissy served as the President of Robert Paul Properties, Inc. starting in 2007. Prior to that, they held the position of President at Long Realty Company from 2000 to 2007. Wissy also worked as the General Sales Manager at The DeWolfe Companies from 1990 to 1997. Before transitioning into real estate, Wissy was a General Manager at LeVaux Real Estate, where they played a pivotal role in building the company into the top real estate firm in Cambridge, MA. Wissy started their career as a General Sales Manager at Regan Real Estate. Additionally, Wissy worked as a Figure Skating Coach for over 20 years.

Wissy Wendt attended Antioch College from 1965 to 1967, where they studied Literature, Psychology, and Philosophy. Later, from 1967 to 1970, Wissy Wendt pursued studies in Philosophy, Literature, and Physics at Ohio State University.

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