Vice President of Operations
Caribbean Resort & Villas
Overview
The Vice President of Operations provides strategic oversight for a diverse portfolio of hospitality assets, including condo-hotel properties, with a focus on delivering strong operational and financial performance. This role is accountable for creating alignment across guest service, employee engagement, and owner relations while supporting sustainable business growth. Partnering with on-property leadership teams, the Vice President ensures effective execution of company standards, fosters leadership development, and drives accountability across all areas of operation. This position requires a strong understanding of the condo-hotel environment, balancing the needs of individual owners with overall operational goals. By leading portfolio-wide initiatives, this executive enhances efficiency, strengthens service delivery, and maximizes long-term asset value.Responsibilities Vice President of Operations responsibilities include, but are not limited to: Executive Leadership & Talent Development
- Provide strategic direction and guidance to property leadership teams, serving as a trusted partner to General
- Managers and senior leaders across multiple locations.
- Strengthen leadership capability by identifying, developing, and retaining high-potential talent, while supporting succession planning and long-term organizational growth.
- Reinforce a culture centered on accountability, service excellence, and collaboration, ensuring alignment with company values across all properties.
- Maintain strong, professional relationships with ownership groups, HOA/board members, and external partners, acting as a senior representative of the organization.
- Oversee leadership performance, including goal alignment, coaching, and performance improvement planning as needed.
- Lead executive-level evaluations for property leaders, aligning development priorities with business objectives.
- Direct day-to-day operational performance across a portfolio of hotels and resorts, ensuring consistency in service delivery, operational standards, and overall experience.
- Monitor performance trends across properties, identifying opportunities to improve efficiency, increase participation in rental programs, and enhance asset value.
- Step in to support or stabilize operations when needed, including guiding turnaround efforts and strengthening leadership structures.
- Conduct regular on-site visits and operational reviews to assess performance, reinforce expectations, and drive accountability.
- Facilitate ongoing communication with property leaders through structured meetings focused on key metrics, priorities, and strategic initiatives.
- Establish and refine operating processes and systems to support scalability, consistency, and operational effectiveness.
- Partner with corporate teams such as Sales, Finance, HR, and Revenue Management to ensure alignment and execution of company-wide initiatives.
- Provide oversight for cross-functional projects, ensuring timelines, accountability, and results are achieved.
- Travel regularly to support portfolio needs, stakeholder engagement, and operational oversight.
- Hold overall responsibility for financial outcomes across the portfolio, including budgeting, forecasting, and profitability.
- Collaborate with finance and revenue teams to strengthen revenue strategies, improve key performance metrics, and maximize returns.
- Guide labor planning and cost controls while maintaining service standards in a dynamic operating environment.
- Partner with property leaders to execute financial plans that meet company goals and stakeholder expectations.
- Lead financial discussions with ownership and board representatives, providing clear updates on performance, forecasts, and action plans.
- Support capital planning efforts, ensuring investments align with operational needs, guest expectations, and long term asset value.
- Extensive leadership background (typically 15+ years) within hospitality operations, including oversight of multiple properties or complex portfolios at the General Manager level or above.
- Experience working in shared-ownership environments such as condo-hotels - balancing guest experience, owner engagement, and program performance.
- Strong track record of building, leading, and developing high-performing teams through coaching, mentorship, and accountability.
- Exposure to disciplines such as Sales, Revenue Management, or asset strategy required.
- Florida Community Association Manager (CAM) license or similar certification preferred.
- Professional experience working with homeowners associations (HOAs), condominium associations, condominium governance, and related regulatory requirements, preferably in the Florida market.
- Demonstrated success managing operations across multiple locations, ensuring consistency in performance, service delivery, and operational standards.
- Solid business judgment with the ability to navigate competing priorities and make informed decisions in a fast moving environment.
- Excellent interpersonal and communication skills, with the ability to effectively engage and influence senior leaders, ownership groups, and board members.
- Highly organized with a focus on execution, capable of managing multiple priorities while maintaining attention to detail and alignment with broader goals.
- Self-motivated leader who takes ownership of outcomes and drives results with a sense of urgency.
- Comfortable operating in evolving environments, with the ability to adjust quickly and lead through change and complexity.
- Willingness to travel as needed to support portfolio operations and stakeholder engagement.
- Flexibility to work a schedule that may include evenings, weekends, and holidays in alignment with business demands.
- Medical and Dental insurance
- Supplemental insurance plans (ex. Vision, Life, etc...)
- Paid Time Off
- 401(k) retirement plan with company match
- Bereavement Leave
- Jury Duty Pay
- Employee Assistance Program
- David L. Brittain Scholarship Program
- Tuition Reimbursement
- Resort Accommodations Discount
- And more!
Vacancy posted 4 days ago
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