VP of Business Operations

Florida Vacation Collection; Tampa (FL); On-site; USD 75,000 - 85,000; Full time

Job summary

Florida Vacation Collection seeks an experienced operations leader to run vacation rental operations with technology and AI. You will coordinate maintenance, manage vendors and cleaners, and ensure each property has the people, processes, and systems it needs to run smoothly.

This hands-on leadership role requires you to manage people, make decisions, and drive improvements. You will implement AI and automation, build preventive maintenance schedules, monitor performance and costs, and resolve

Qualifications

• Experience leading operations in vacation rentals, hospitality, or property management.
• Proven ability to manage multi-property teams and vendors across properties.
• Strong working knowledge of AI tools, agentic platforms, automation software, and PM systems.
• Experience building automated workflows with measurable results including efficiency gains.
• Ability to learn software quickly, configure workflows, and troubleshoot problems.

Responsibilities

• Coordinate maintenance; prioritize issues, assign vendors, track repairs, and confirm completion.
• Manage cleaners, handymen, HVAC technicians, plumbers, electricians, pool services and other providers; set pricing, responsiveness, and quality expectations.
• Oversee cleaning and turnover; ensure inspections, stocked supplies, and readiness before guest arrivals.
• Set up property operations with assigned vendors, cleaning instructions, access procedures, maintenance schedules, and task ownership.
• Build preventive maintenance schedules including deep cleans and routine inspections to reduce problems.
• Improve systems and workflows by documenting procedures and ensuring adherence.
• Implement AI and automation to reduce manual follow-up, organize property data, improve reporting, and catch missed tasks.
• Manage accountability with team leads; address overdue work or recurring performance issues.
• Handle operational escalations to resolve urgent property and guest issues and coordinate responses.
• Track performance and costs across properties including maintenance response times and vendor spend.

Skills

Leadership

Vendor management

Team management

Process improvement

Communication

Tools

AI tools

Automation software

Property management systems

Task management tools

Job description

Strong technology and AI experience required.

We’re looking for an experienced operations leader who knows how to run vacation rental operations and use technology to make them work better. You should already use AI tools regularly and have hands‑on experience improving workflows, setting up software, and implementing automation.

You’ll work alongside our existing operations team to coordinate maintenance, manage vendors and cleaners, and make sure each property has the people, processes, and systems it needs to run correctly.

This is a hands‑on leadership role. You need to be comfortable managing people, making decisions, and following an issue through until the work is completed and verified.

What You'll Do:

• Coordinate maintenance. Prioritize issues, assign the right vendor, track repairs, and confirm completion. Keep the team informed about anything that could affect an upcoming stay.
• Manage vendors. Source and evaluate cleaners, handymen, HVAC technicians, plumbers, electricians, pool services, and other providers. Set expectations for pricing, responsiveness, and quality, and maintain backup coverage.
• Oversee cleaning and property readiness. Make sure turnovers are scheduled correctly, inspections happen, supplies are stocked, and cleaning issues get resolved before guests arrive.
• Set up property operations. Ensure each property has assigned vendors, cleaning instructions, access procedures, maintenance schedules, property information, and clear responsibility for recurring tasks.
• Build preventive maintenance schedules. Organize deep cleans, filter changes, equipment servicing, and routine inspections to reduce avoidable problems.
• Improve systems and workflows. Find gaps in how work is assigned, tracked, and completed. Write clear procedures and make sure the team follows them.
• Implement AI and automation. Set up tools that reduce manual follow‑up, organize property information, improve reporting, and help the team catch missed tasks. Check their accuracy and resolve failures.
• Manage accountability. Work with existing team leaders to set priorities, clarify responsibilities, and address overdue work or recurring performance issues.
• Handle operational escalations. Help resolve urgent property and guest issues, coordinate the response, and address the cause.
• Track performance and costs. Monitor maintenance response times, cleaning quality, property readiness, vendor spending, and unresolved issues.

What We're Looking For:

• Substantial experience leading operations in vacation rentals, hospitality, or property management.
• Experience managing teams, cleaners, maintenance providers, and outside vendors across multiple properties.
• Strong working knowledge of AI tools, agentic platforms, automation software, property management systems, and task management tools.
• Specific examples of AI systems or automated workflows you personally built or implemented, including the results.
• The ability to learn software quickly, configure workflows, and troubleshoot problems.
• Strong judgment when deciding what needs immediate attention, what can wait, and when to escape.
• Clear communication and consistent follow-through.
• Experience building processes that other people can understand and use.

Compensation

$75,000–$85,000 annual base salary, plus performance bonuses.