General Manager – Resort & HOA Operations

General Manager – Resort & HOA Operations Sanibel Siesta on the Beach | Sanibel Island, Florida Lead One of Sanibel Island’s Premier Gulf-Front Resorts Are you an experienced hospitality, resort, hotel, property management, or HOA professional seeking a leadership role where you can make a meaningful impact while working in one of Florida’s most beautiful coastal communities? Sanibel Siesta on the Beach is seeking an exceptional General Manager or General Manager candidate to lead our resort, rental program, and homeowner’s association operations. This is a rare opportunity to oversee a thriving Gulf-front resort condominium community while helping shape its future growth, guest experience, and long-term success. Located directly on the world-renowned beaches of Sanibel Island, Sanibel Siesta is a beautifully renovated 62-unit resort condominium community that combines vacation rentals with privately owned residences. Our loyal guests return year after year to enjoy the island’s natural beauty, relaxed atmosphere, and exceptional hospitality that have become hallmarks of the Sanibel experience. As General Manager, you will serve as the operational leader of the resort, guiding day-to-day operations, leading a dedicated team, supporting homeowners and the Board of Directors, and helping ensure Sanibel Siesta remains one of the island’s most sought-after vacation destinations. Why Join Sanibel Siesta on the Beach? This position offers a unique combination of hospitality leadership, property management, business operations, marketing strategy, and community engagement. You’ll have the opportunity to: • Lead a highly respected Gulf-front resort with a strong reputation and loyal repeat guest base • Work alongside an engaged Board of Directors and ownership community committed to the continued success of the property • Direct all aspects of resort, rental, and HOA operations while making a visible impact every day • Influence strategic decisions that enhance guest satisfaction, rental performance, owner returns, and property values • Lead exciting capital improvement projects that will further elevate the guest and owner experience • Build meaningful relationships with homeowners, guests, staff, contractors, and community partners • Serve as an ambassador for the resort through active involvement with local organizations, community leaders, and tourism partners • Enjoy the professional fulfillment and lifestyle benefits that come from working just steps from one of Florida’s most beautiful shelling beaches About the Role The General Manager is responsible for the overall leadership and performance of Sanibel Siesta’s resort operations, rental program, marketing initiatives, property maintenance, homeowner association functions, staff management, financial oversight, and capital improvement projects. This is a highly visible, hands-on leadership position requiring strong operational expertise, excellent communication skills, and the ability to balance the needs of guests, homeowners, staff, and the association. The successful candidate will be equally comfortable welcoming guests, working with owners and board members, leading staff, overseeing contractors, implementing marketing initiatives, managing rental operations, and ensuring the resort consistently operates at the highest standards of service and professionalism. An Exciting Time to Join Our Team Sanibel Siesta is entering an exciting new chapter. Following an extensive post-Hurricane Ian restoration, our property has been beautifully renovated and revitalized. As we complete the final phases of our recovery and enhancement efforts, we are focused on positioning the resort for long-term success. During the coming year, the General Manager will play a key leadership role in overseeing several important initiatives, including final concrete restoration and painting projects, elevator modernization, landscaping enhancements, and implementation of a new reservation and property management system. This is a unique opportunity to leave a lasting impact on a premier beachfront property while helping guide its continued success for owners, guests, and future generations. Position Overview We are seeking a highly motivated, experienced, and hands-on leader or a mid-career candidate with exceptional leadership potential with demonstrated success in: • Resort, hotel, and vacation rental management • Hospitality and guest service excellence • Homeowner’s association management • Property management systems, reservation systems, and OTA channel management • Staff leadership, coaching, and team development • Property maintenance and capital improvement oversight • Marketing, occupancy growth, and revenue enhancement • Financial management, budgeting, and operational planning • Owner, board, and community relations The ideal candidate will bring energy, integrity, professionalism, sound judgment, strong communication skills, and a genuine commitment to service and excellence. Essential Qualifications • Current Florida CAM License required • Proven experience managing a resort, hotel, HOA, vacation rental property, or similar operation • Demonstrated leadership and supervisory experience with a successful track record of developing teams and driving results • Strong knowledge of hospitality, property management, and HOA operations • Experience managing reservation systems, property management software, and OTA relationships • Excellent organizational, problem-solving and ability to juggle competing priorities • Willingness to jump in and help staff with urgent issues • Outstanding communication and interpersonal skills • Ability to work independently while collaborating effectively with staff, owners, board members, contractors, and vendors • Willingness to respond to operational issues and emergencies as needed • High school diploma required; degree in Hospitality, Business, or a related field preferred Note: We may consider selecting a candidate that does not have all the qualifications listed above but demonstrates exceptional potential for growth and development. Compensation & Benefits • Competitive salary of $70,000–$90,000, based on experience and qualifications • Generous benefits stipend, retirement plan and paid time off • Paid tolls • Professional development opportunities • Opportunity to lead one of Sanibel Island’s premier beachfront resorts Application Process Qualified candidates are invited to submit a resume and cover letter detailing their experience and interest in the position. Applications may be submitted directly to: Betty Johnson Sanibelsiesta210@gmail.com 615-506-3908 Position will remain open until filled. Ideal candidate will be requested to provide two letters of recommendation. Thank you for considering applying to Sanibel Siesta on the Beach!