W.A. “Chip” Headley, III

Co-Managing Partner/CEO
Artistry Hotel Partners, LLC

W.A. “Chip” Headley, III


Chip Headley is Co-Managing Partner and Chief Executive Officer of Artistry Hotel Partners, LLC, a developer and operator of full service boutique hotels. Previously, he was Co-Managing Partner and Chief Investment Officer of Flagship Investment Group, LLC.

A serial entrepreneur, he has founded a number of companies in the hospitality, restaurant, construction, and self storage industries. He is a Florida General Contractor and Real Estate Broker. Mr. Headley is a graduate of the University of Central Florida. He is currently a doctoral candidate in business at Georgia State University.

Mr. Headley lives in Orlando with Cher, his wife of 39 years. He has four adult children and four grandchildren.

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