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Cheryle Toy has a diverse work experience spanning over several industries. Cheryle began their career as the Manager of Real Estate at CCA Industries, Inc./Riverstone Group, where they worked for 15 years. In 2004, they founded and became President of Clocktower Advisory Services, LLC, a consulting company specializing in construction management and property management services. Cheryle also served as a Certified Erosion Control Inspector with the Commonwealth of Virginia. In 2010, they joined Mary Kay Cosmetics as a Senior Independent Beauty Consultant, where they provided makeovers, facials, and conducted skincare classes. Currently, Cheryle is the Senior Vice President at Divaris Real Estate, Inc.

Cheryle Toy's education history includes attending VCU for their BS degree in Real Estate and Urban Land Development. Prior to that, they also attended Meadowbrook High School, although specific details about any degrees or field of study in this period are not available.