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Penny Jackson has over 30 years of work experience, with a focus on sales support and management. Penny worked as the Director of Sales Support for Equity LifeStyle Properties, Inc. from 2008 to present, and previously held the same position at Thousand Trails, LP from 2005. Before that, they served as the Membership Processing Manager at Silverleaf Resorts, Inc from 1991 to 2004. Penny began their career as a Supervisor at United Life Services from 1982 to 1989.

Penny Jackson attended Prosper High School from 1976 to 1980, where they did not pursue a specific field of study. Later, from 1981 to 1982, they attended Brookhaven Community College, focusing on Business Administration and Management, General. Finally, from 2005 to 2006, they attended The University of Texas at San Antonio, studying Paralegal but did not earn a degree.