President in Training

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

• 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
• Bachelor's degree required
• 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)
• Prior people management and cross-functional leadership experience strongly preferred
• MBA or relevant graduate degree strongly preferred
• 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:
• Participation in the company's long-term incentive program
• Eligibility to earn 12.5% of EBITDA growth from start date through recapitalization

Benefits

Additional Information

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.

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