President In Training, Steamboat Springs

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:
***** months
Compensation:
$125,000–$150,000 base salary + bonus + long-term incentive eligibility
About the Company
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 ***** 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.
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
Key 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
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
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
Experience
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
Prior people management and cross-functional leadership experience strongly preferred
Education
MBA or relevant graduate degree strongly preferred
Skills
Strong analytical, communication, and project management skills
Comfort operating in ambiguous, fast-paced environments
Ability to drive outcomes across teams without formal authority
Personal Attributes
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)
Base salary:
$125,000–$150,000 annually
Annual performance bonus:
Up to 10% of base salary, tied to key business KPIs
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
Create a Job Alert
Interested in building your career at Sitreps?
Get future opportunities sent straight to your email.
Accepted file types: pdf, doc, docx, txt, rtf
LinkedIn Profile *
Are you open to relocating for a role?
* Select...
Are you currently located within the United States?
* Select...
Are you currently authorized to work in the United States?
* Select...
Will you now or in the future require employer visa sponsorship to work in the United States?
* Select...
Are you a veteran or active member of the United States Armed Forces?
* Select...
Do you consent to receiving follow-up communication via text message (or SMS message) regarding your application status?
* Select...
If yes, you can always opt-out by replying STOP.
#J-*****-Ljbffr