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Task Force Director of Sales & Marketing (DOSM) for Saddlebrook Resort, an iconic, independent destination resort located just north of Tampa, currently undergoing a significant transformation with a $92M renovation and planned relaunch by the end of 2025. This is a hands-on, interim leadership role designed to provide immediate commercial stability and momentum while the resort completes its search for a permanent DOSM/VP of Sales.
Job Responsibility:
Provide immediate leadership and continuity across Sales & Marketing functions during the interim period
Stabilize and support the existing sales team, ensuring focus, accountability, and clear priorities
Maintain and advance group, corporate, association, leisure, golf, and event sales pipelines
Actively engage in key sales calls, client relationships, site inspections, and negotiations
Partner closely with Revenue Management and Operations to protect rate strategy and near-term revenue
Serve as the primary commercial point of contact for ownership and executive leadership during the assignment
Support the property through renovation-related messaging and positioning as it prepares for relaunch
Ensure a smooth handoff and transition plan for the incoming permanent leader
Lead day-to-day Sales & Marketing operations with a hands-on, roll-up-your-sleeves approach
Execute existing sales strategies while identifying quick wins and risk areas
Oversee forecasting, pacing, and pipeline reviews
adjust strategy as needed to meet revenue goals
Maintain strong relationships with key accounts, third-party planners, and industry partners
Utilize STR, market intelligence, and competitive data to guide short-term decision making
Ensure CRM discipline (Delphi.fdc or similar), reporting accuracy, and team organization
Represent the resort professionally with ownership, stakeholders, and external partners
Requirements:
5+ years of DOSM or VP-level experience in full-service or resort environments
Strong preference for independent resort experience
Florida/Tampa market familiarity highly valued
Proven ability to enter a property quickly, assess challenges, and lead through transition
Confident, decisive leader who can balance strategy with execution
Comfortable operating with ownership visibility and executive-level communication
Experienced in managing teams through change, renovation, or leadership gaps
Highly adaptable, organized, and solutions-oriented