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Executive Team

David Siegel

Founder, CEO & President


As a pioneer in the tourism industry, David has spent the past thirty years building CFI/Westgate Resorts into the largest privately-owned company in Central Florida. David's empire includes timeshare, real estate, construction, hotel and apartment management, travel services, telecommunications, citrus, insurance, transportation, retail, and much more. David's success began in the 1970s when he purchased a prime piece of real estate that later developed into the largest single-site of vacation ownership in the world - Westgate Vacation Villas. David has been honored as the Entrepreneur of the Year for construction and real estate in Central Florida and finished second in the Entrepreneur of the Year national competition.


David studied marketing and management at the University of Miami. David also holds an honorary doctorate from Florida A&M University for his work in community service, as well as the National Community Service Award from the American Resort Development Association (ARDA).

Community Service

As Chairman of the David A. Siegel Society (the Westgate Resorts Foundation's highest level of contributors), David has earned recognition as an outstanding and committed member of the Central Florida business community. David sits on the board of many civic organizations, including the Board of Directors for the Florida 2012 Olympics committee. He also has earned the National Community Service Award from the American Resort Development Association (ARDA).

Jim Gissy

Executive Vice President


Jim Gissy began his career in sales at the age of 21 for the American Income Life Insurance Company where he quickly became as the number one sales agent in Northern California. By the age of 22, Jim had become the number one sales agent out of 1,100 throughout the United States. After a family trip to Orlando, Florida in 1983, Jim joined Westgate Resorts in January 1984 as a sales representative. Mr. Gissy’s talent was quickly noticed as he began setting records throughout the company. As a result of his tremendous sales ability and his talent in leading and developing others, he was promoted to sales manager after only eight months. Over the next several years, Mr. Gissy significantly expanded his management responsibilities, culminating in his appointment as Executive Vice President of Sales and Marketing in January 1990. Today Mr. Gissy leads a team of thousands of sales, marketing and operations professionals across Westgate Resorts.

In 1996, Mr. Gissy was the recipient of the exclusive ARDY Award from the American Resort Development Association (ARDA) as the Top Sales Executive and has received numerous other industry accolades and awards over his thirty-year career. In addition to his responsibilities at Westgate, over the past thirty years, Mr. Gissy has amassed a large portfolio of personal real estate holdings and is one of the largest players in the Central Florida real estate market.

Mr. Gissy owns over 70 diverse properties including over 2,500 acres of vacant land mortgage-free across the central Florida area. His personal portfolio and partnerships include over two million square feet of commercial real estate, office & industrial buildings, hotels, RV parks, condominiums, billboards, retail shopping centers and historic Florida landmarks. Some of his prime locations include the Cocoa Beach Pier, downtown Windermere, Gissy Springs, the Sea View Inn – Melbourne Beach, the historic Wells Fargo Building in Cocoa Beach and the historic ten-story SunTrust building on Church Street in downtown Orlando. Mr. Gissy is also the largest private landowner on Florida’s renowned spring-fed Rainbow River - home to the fourth largest natural spring in the state of Florida where he owns thousands of feet of river frontage across hundreds of acres of pristine Florida land.

Jim currently sits on the Board of Directors for the Westgate Resorts Foundation and is a major sponsor of the University of Florida Natural History Museum's efforts to support a Sustainable Florida Aquifer and Spring System. Mr. Gissy is the proud father of three children and grandfather of six.


St. John's River College (General Business)

Community Service

Jim was a member of the Heart of Florida United Way Alexis de Tocqueville Society and currently sits on the Board of Directors for the Westgate Resorts Foundation. He is a major sponsor of the University of Florida's efforts to support a Sustainable Florida Aquifer and Spring System.

Barry Siegel

Executive Vice President

As Executive Vice President of Sales, Barry Siegel oversees Westgate's travel club resort sales & marketing companywide.


Barry Siegel has served in a number of increasingly senior sales leadership roles throughout his career at Westgate Resorts. Barry joined Westgate in 1979 as one of its earliest Team Members and served as Sales Manager, General Sales Manager, Director of Sales, Vice President of Sales, Senior Vice President of Sales and Executive Vice President of Sales during his long and illustrious career. Barry's expertise has been instrumental in leading resort sales operations to record heights. In 1996, Barry received the exclusive ARDY Award, presented by the American Resort Development Association, for his outstanding sales and performance. Prior to Westgate, Barry was a sales manager for The Keyes Company, the largest real estate company in the South.


University of Miami (B.A., Business Administration & Management)

Community Service

Barry is a long-standing member of the Heart of Florida United Way Alexis de Tocqueville Society. He is also on the Board of Directors for the Westgate Resorts Foundation.

Tom Dugan

Chief Financial Officer

As Chief Financial Officer, Tom Dugan is responsible for the company's accounting, tax, financial reporting, information technology, human resources, treasury and mortgage service functions.


Tom brings to our company over twenty-five years of professional and financial management experience. Prior to joining our team, Tom was an audit partner for one of the world's largest accounting firms, KPMG. His experience includes Controller and CFO for multi-national companies, extensive strategic business planning, acquisitions, public offerings, investor relations, systems development and SEC reporting.


American Institute of Certified Public Accountants (Member)

New Jersey Society of Certified Public Accountants (Member)

St. Peters College (B.A., Accounting)

Community Service

Tom is a member of the Heart of Florida United Way Alexis de Tocqueville Society.

Mark Waltrip

Chief Operating Officer

As Chief Operating Officer, Mark is responsible for the continued evolution of the Westgate brand as the industry leader in experience-based, destination resorts. He is recognized as an industry leader in the development and operation of themed destination resorts, and is responsible for the acquisition, design, development, operations, and marketing for Westgate Resort properties. Mark has a very diverse background, including corporate leadership, sales, marketing, real estate development, project acquisitions, construction, resort operations, asset management, procurement services, information technology and human resources. Mark also leads the development and operation of all Westgate non-resort projects, including commercial office space, apartment complexes, land development and a variety of restaurant concepts, retail shops and destination health spas under the brand, Serenity Spa by Westgate.


Mark has a remarkable and diverse career that includes working in the space launch industry where he helped develop the launch facilities for the commercial space program and was an engineer on the launch team for 12 Atlas-Centaur space launches. He served 20 years in the United States Air Force, where he specialized in program management and business reengineering. Prior to joining Westgate, Mark was with Computer Sciences Raytheon, where he supported the development of the space launch infrastructure for the Kennedy Space Center. Mark joined Westgate Resorts in June of 1996.


University of Colorado (M.S., Aerospace Engineering)

University of Colorado (B.S., Aerospace Engineering)

National Honor Society for Aerospace Engineers

National Honor Society for Engineers

Community Service

Recognized as an inspirational and tireless leader in the community, Mark serves on the Board of Directors for the Westgate Resorts Foundation and the Central Florida Regional Commission for Homelessness and is a past board member of the Florida Special Olympics with which he is still actively involved. He is also a member of the Urban Land Institute (ULI) and the American Resort Developers Association (ARDA). Mark is the author of "Recipes for Success" and is frequently featured as a guest speaker at industry, academic and leadership conferences across the country.

Michael Marder

General Counsel

Michael is responsible for handling all of Westgate Resorts' legal requirements, practicing in such areas as commercial litigation, real estate law, administration law, timeshare and resort law, and business and corporate law. He has extensive experience with complex financial transactions, and notably completed a successful asset-backed securitization of timeshare mortgages in excess of $1 billion dollars.


Michael was admitted to the Florida Bar in 1978, and has also been admitted to the United States District Court, Southern District, United States District Court Middle District; United States Court of Appeals, Eleventh Circuit, and Arbitrator United States District court, Middle District. He is also the previous Chair and current member of the Judicial Nominating Commission for the 5th District Court of Appeal. In addition, he is a member of the Florida Bar in Sections of Real Property, Probate and Trust Law, as well as in Corporate, Business and Banking Law. The Co-Managing Director of Greenspoon Marder LLP, Michael is a member of the American Bar Association; the Association of Trial Lawyers of America; and the Orange County Bar Association; and a member of the U.S. Supreme Court bar. He is also a trustee and board member of the Board of Directors for the American Resort Development Association and member of the Metro Orlando Economic Development Commission.


Stetson University College of Law (J.D., cum laude)

University of South Florida (B.A., cum laude)

Bar Admissions and Activities

The Florida Bar, Sections of Real Property, Probate and Trust Law; Corporate, Business and Banking Law

American Bar Association

Orange County Bar Association

U.S. Supreme Court Bar

Community Service

Michael is a member of the Heart of Florida United Way Alexis de Tocqueville Society.


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