Sitreps 2 Steercos · 5 months ago
Brand President in Training
United States
Full-time
Remote
Mid, Senior Level
$125K/yr - $150K/yr
3+ years expSitreps 2 Steercos is a leading vacation rental management company in the United States, managing over 10,000 vacation rentals. They are seeking a President-in-Training for a hands-on apprenticeship to develop operational and leadership skills in preparation for a Brand President role.
Higher Education
Responsibilities
Own and improve critical KPIs in guest satisfaction, owner retention, team engagement, and EBITDA performance
Lead operational departments (guest services, housekeeping, maintenance, owner services) under guidance of the Brand President
Develop strong local leadership and team-building experience
Build and demonstrate readiness to assume full P&L leadership as a Brand President
Seamlessly transition into a Brand President role with the confidence and context to lead
Drive execution across core operational functions including field teams, owner services, guest experience, and housekeeping
Manage department heads and ensure performance metrics are met
Maintain operational alignment with company's SOPs and technology solutions
Lead weekly business reviews and collaborate with centralized functions
Hire, manage, and develop frontline leaders and individual contributors
Drive team culture based on company’s values of ownership, excellence, and servant leadership
Serve as a visible, accessible leader who sets a high standard of performance and accountability
Support local market strategy and execution with the Brand President
Help drive owner acquisition and retention initiatives
Lead special projects to improve efficiency, margin, and service quality
Attend training forums and workshops as part of the Brand President development track
Build the judgment, operating discipline, and leadership confidence required to run a full P&L
Shadow senior executives and attend key strategic forums
Learn to lead with company’s culture and values at the core
Build the judgment, perspective, and operating knowledge to run a vacation rental business while driving growth and performance
Qualification
Required
2–5 years in management consulting, private equity operations, corporate strategy, or related 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 with ambiguity and fast-paced environments
Ability to lead cross-functional initiatives and drive outcomes without formal authority
Highly driven, humble, curious, and execution-oriented
Strong alignment with Awayday's values and leadership philosophy
Willingness to relocate for final Brand President placement (relocation expenses covered)
Strong people leader with high emotional intelligence and a coaching mindset
Bias for action, operational discipline, and resourcefulness
Comfortable with ambiguity, rapid change, and hands-on execution
Preferred
Prior experience managing people and cross-functional teams strongly preferred
MBA or relevant graduate degree strongly preferred
Benefits
Comprehensive health insurance benefits
Matching 401(k) retirement plan
Full relocation support for Brand President placement at end of program
Participation in company's long-term incentive program, including eligibility to earn 12.5% of the EBITDA growth from start date through recapitalization
Company
Sitreps 2 Steercos
2-10 employees
Funding
Current Stage
Early StageCompany data provided by crunchbase