Brand President in Training

Join a leading vacation rental management company that oversees more than

10,000

properties across premier resort locations nationwide. This is a rare opportunity to step into a hands-on, accelerated leadership track designed to groom the next generation of senior executives. Experience rapid career growth, meaningful impact, and a mission-driven culture built on servant leadership, ownership mentality, and operational excellence.

President-in-Training Benefits & Compensation

Competitive base salary with annual performance bonus
Comprehensive health insurance coverage
401(k)

retirement plan with company match
Full relocation support for final Brand President placement
Immersive executive development, mentorship, and measurable pathway to senior leadership
President-in-Training Requirements & Qualifications

2-5 years

in management, private equity operations, corporate strategy, or similar high-performance environments
3+ years

in operations, hospitality, logistics, retail leadership, or general management roles
Prior experience managing people or cross-functional teams strongly preferred
Bachelor's degree required; MBA or relevant graduate degree strongly preferred
Strong analytical, communication, and project management skills
Willingness to relocate for future Brand President assignment
President-in-Training Preferred Background & Skills

Experience leading cross-functional initiatives and driving results without formal authority
High emotional intelligence and a coaching leadership style
Comfort with ambiguity, rapid change, and hands-on execution
Alignment with a mission-driven, high-growth culture
President-in-Training Day-to-Day Responsibilities

Serve as the #2 leader in a complex or high-growth vacation rental business
Drive execution and ongoing improvement across guest services, housekeeping, maintenance, and owner services
Motivate, manage, and develop frontline leaders and their teams
Lead weekly business reviews; collaborate with centralized support functions
Shadow senior executives and participate in focused leadership workshops
Own key performance outcomes in guest satisfaction, owner retention, team engagement, and profitability
Prepare to assume full P&L responsibility and transition into a Brand President role

This unique, field-based apprenticeship offers the hands-on learning, mentorship, and operational immersion needed to lead the future of hospitality.