Our Leadership Team

Gary Comstock

Gary joined Southwest Property Management in 2003 and manages the operations side of the company. Gary has combined his vast knowledge of property management with high standards of customer service to guide Southwest in becoming a leader in the Community Association Management business in the state of Florida. Gary is responsible for the overall management of the company, including overseeing the hiring of all employees and new business development. He has propelled the company forward with the adoption of advanced property management software and constant updates of existing software. Gary believes in a “high-tech / high-touch” futuristic approach to the management of the company and to the management of all Southwest communities. Gary believes that technology is greatest when it allows people to communicate better. 

Vickie Lewis
Vice-President, Treasurer

Vickie started Southwest Property Management with Spencer Solomon in 2003. Vickie is Vice President as well as Secretary and Treasurer and is also a Licensed Community Association Manager. She recruits, interviews and hires new managers as well as staff personnel. In addition, Vickie handles all of accounts payables with a state-of-the -art payments center. Vickie assists Gary with staff oversight and day to day management of the firm and believes strongly in the Southwest motto: “to manage communities as if we live there.”

Elena Henley
Director of Operations

Elena joined Southwest Property Management in 2008. Her experience in the technology industry as well as her background in finance made her a valuable asset in the finance department. She has since moved into the operations side of the business dealing with internal policy and training, utilizing her organizational management and technology skills. Elena is native to the Southwest Orlando area and is passionate about keeping  Southwest Property Management  in touch and up to date with the latest tools, software and innovations in property management.

Toney Sharpe Jr.

Toney has been working as an accountant of residential and commercial community associations since 2007. Since earning his Bachelor’s degree in Accounting from the University of Central Florida, he has proven to be able to apply the principles of academic accounting in a real-world setting. A diverse man with diverse interests, he has a basic knowledge of many aspects of association management, but specializes in consolidating this information into the monthly financial statements. Recently joining Southwest Property Management, Toney plans to use his experience to provide timely and accurate financial services on behalf of all the communities under the firm’s management.

Jan McClanahan
Office Manager

Jan has sixteen years experience working in all aspects of office management, including four years as office manager for a large corporate office in Virginia and a private accounting firm in North Carolina.  After moving to southwest Orlando in 2001, Jan was introduced to the property management profession and became  a licensed CAM in the State of Florida in 2010.  Jan came to Southwest Property Management in 2013, working in homeowner and condominium association management. In 2015, she took over management of internal operations, where she works with fellow staff members to continuously improve services and ensure community satisfaction.  Jan lives in Windermere with her husband and three children.

Nicole Sheafer
Finance & Administration
Maxwell McClanahan
Gates & Administration
Joe Mulson
Finance & Administration
Erika Sheehan
Customer Service
Rebecca Aubut
Customer Service


Our Fantastic CAMS

Our licensed community association managers are friendly, efficient, knowledgeable and professional.

They know that communication is key and work hard to meet and exceed your expectations.


Eddie Beach, LCAM
Senior Managing Director