Director of Operations

Company Overview

Help Build the Next Chapter of Emperor Rentals!

Emperor Rentals is a growing vacation rental management company overseeing approximately 100 homes throughout Tampa Bay, including Hillsborough and Pinellas counties. With ambitious plans to expand to 250 properties and eventually 1,000, we're entering an exciting stage of growth, and we're building the leadership team to make it happen.

We believe great vacation rental management starts with exceptional people, well-run operations, and a commitment to delivering outstanding experiences for both guests and homeowners. Our team works across property care, housekeeping, maintenance, guest services, and owner relations to keep everything running smoothly.

This is an opportunity to make a real impact. We're looking for leaders who enjoy building strong teams, improving processes, and turning big goals into measurable results. You'll have the opportunity to shape how our company operates, influence important decisions, and help create the foundation for long-term success.

If you're excited about joining a growing company where your leadership, ideas, and contributions will directly influence its future, Emperor Rentals could be the perfect place to take your next career step.

Position Summary

Emperor Rentals is ready to bring on an experienced, results-driven Director of Operations to lead our day-to-day operations and help take the company to the next level.

Reporting directly to the owner, you'll serve as the company's number-two leader, overseeing five departments and a team of approximately 16 employees. You'll take ownership of operational performance, department P&Ls, manager development, and the systems and processes needed to support our continued growth.

This is a hands-on leadership opportunity for someone who enjoys taking ownership, developing capable managers, solving operational challenges, and creating structure in a growing organization. You'll have the autonomy to make meaningful improvements while allowing the owner to focus on sales and business expansion.

As Emperor Rentals grows, this position offers a clear opportunity to advance into a General Manager role.

What You'll Do

- Take full ownership of daily operations across Property Care Management, Housekeeping, Maintenance & Repairs, Guest Services, and Owner Relations.
- Lead Property Care Managers who own property condition, readiness, standards, and homeowner relationships for their assigned portfolios.
- Oversee turnovers, linens, and housekeeping quality standards.
- Manage in-house maintenance technicians and the vendor network to deliver reliable property care and repairs.
- Lead the remote Guest Services team and maintain seven-day guest support coverage.
- Own homeowner retention, operational escalations, and service standards across the portfolio.
- Own the operating P&L for these departments and use a clear operational scorecard to improve results.
- Document, build, and improve SOPs and scalable operating systems, reducing recurring problems and dependence on the owner.
- Hire, develop, and hold managers accountable for their teams and results.
- Report directly to the owner and build the operational capacity needed for portfolio growth.

Required Qualifications

- At least 5 years of experience running operations with direct accountability for results.
- Experience managing managers and leading a team of at least 10 people.
- Demonstrated P&L accountability, including specific operational metrics owned and measurable improvements delivered.
- A background in multi-site or field operations, such as property management, hospitality, restaurant groups, home services, logistics, or facilities.
- Ability to build SOPs, operating systems, and management accountability without being handed an established playbook.
- Sound judgment and the ability to take ownership of escalations while building systems that prevent recurring problems.
- Availability to work on-site across Tampa Bay, including Hillsborough and Pinellas counties, with flexibility for weekends, storms, and urgent operational needs.

Preferred Qualifications

- Experience in vacation rental management, property management, or hospitality is helpful.
- Candidates with transferable leadership experience in restaurant groups, home services, logistics, facilities, or other multi-site or field operations are welcome.
- Direct vacation rental industry experience is not required.

Compensation, Benefits & More

Compensation: $100,000 annually with on-track total earnings of $125,000+ (with upside as the portfolio grows)

Bonus: Profit share tied to a clear operational scorecard. Scorecard measures and calculation details will be explained during the interview.

Benefits:

- Paid time off (PTO, sick days, and vacation days)
- Retirement benefits or accounts

Location & Schedule: Full-time, on-site in Tampa Bay (Hillsborough and Pinellas counties). Schedule varies with operational needs and requires flexibility for weekends, guest check-ins, storms, and urgent issues. This is not a predictable Monday-to-Friday-only role.

As part of your application, please include a brief note addressing:

- The largest team you've personally led, including how many were managers.
- One operational metric you've owned and the measurable improvements you achieved.
- How you would approach your first 30 days overseeing five departments.