Chip Headley is Managing Partner/CEO of Simonson Road Partners. Previously, he was co-managing partner and Chief Executive Officer of Artistry Hotel Partners, LLC, a developer and operator of full service boutique hotels, and 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.