President-in-Training – Operations Immersion
Location: Remote to start; relocation required to one of the company's operating markets (beach towns in the Southeast or premier vacation destinations in the West, such as Tampa, Destin, Scottsdale, or Steamboat)
Program Duration: 12–18 months
Compensation: $125,000–$150,000 base salary + bonus + long-term incentive eligibility
About the Client
The company is a leading vacation rental management platform in the United States, managing 10,000+ vacation rentals across top resort destinations. The business is growing rapidly, gaining market share, and redefining the industry through locally led operations, industry-leading operating practices, and a strong learning and performance culture.
The organization is deeply committed to delivering exceptional service to property owners and memorable guest experiences, while building scalable, high-performance local businesses.
About the Role
The President-in-Training – Operations Immersion Track is a hands-on, field-based leadership apprenticeship designed to develop future Brand Presidents through deep operational ownership and team leadership.
Over 12–18 months, participants will operate as the #2 leader within one of the company's most complex or high-growth markets. You'll gain end-to-end exposure to daily operations, people leadership, financial performance, and local market strategy—building the skills and judgment required to run a full P&L.
This program is ideal for high-potential operators looking to accelerate their path to general management in a mission-driven, high-performance environment.
Responsibilities
Operational Excellence:
Drive execution across core operational functions, including guest services, housekeeping, maintenance, and owner services
Lead department heads and ensure performance against key metrics
Maintain alignment with company SOPs, systems, and technology platforms
Lead weekly business reviews and collaborate closely with centralized support teams
Team Leadership & Culture
Hire, manage, and develop frontline leaders and individual contributors
Build and reinforce a culture of ownership, excellence, and servant leadership
Act as a visible, hands-on leader who sets high standards for accountability and performance
Support local market strategy and execution alongside the Brand President
Business Growth & Special Projects
Support owner acquisition and retention initiatives
Lead special projects focused on improving efficiency, margins, and service quality
Identify and execute opportunities to strengthen local operations and customer experience
Executive & Leadership Development
Participate in formal training forums and leadership workshops
Shadow senior executives and attend strategic planning sessions
Build the judgment, discipline, and confidence required to run a scaled local business
Learn to lead with company culture and values at the core
Program Outcomes
By the end of the program, you will be expected to:
Own and improve key KPIs across guest satisfaction, owner retention, team engagement, and EBITDA
Demonstrate readiness to assume full P&L responsibility
Seamlessly transition into a Brand President role with confidence and operational fluency
Lead a local business with strong people leadership, operational rigor, and market expertise
Requirements
Must-Haves
2–5 years in management consulting, private equity operations, corporate strategy, or similar high-performance environments
3+ years in operations, hospitality, logistics, retail leadership, or general management roles
Strong analytical, communication, and project management skills
Comfort operating in ambiguous, fast-paced environments
Ability to drive outcomes across teams without formal authority
Highly driven, curious, and execution-oriented
Strong people leader with high emotional intelligence and a coaching mindset
Bias for action, operational discipline, and resourcefulness
Comfortable with hands-on execution, rapid change, and relocation
Willingness to relocate for final Brand President placement (relocation support provided)
Nice-to-Haves
Compensation & Benefits
Base salary: $125,000–$150,000 annually
Annual performance bonus: Up to 10% of base salary, tied to key business KPIs
Comprehensive health insurance benefits
401(k) retirement plan with company match
Full relocation support for Brand President placement
Upon promotion to Brand President:
