Sitreps

Hospitality

PresidentinTraining

$125–150k Tampa, Florida, United States; Destin, Florida, United States; Scottsdale, Arizona, United States; Steamboat Springs, Colorado, United States; United States FULL TIME Remote Friendly
Market Sentiment
HIGH DEMAND

Neural analysis suggests this role is
optimal for Mid+ candidates.

The Brief

“President in Training at Sitreps. Skills: Operations management, Team leadership, Market strategy, P&L responsibility. Drive execution across core operational functions. Lead department heads”

What You'll Achieve.

Improve key KPIs; Improve guest satisfaction; Improve owner retention; Improve team engagement; Improve EBITDA; Demonstrate readiness for P&L responsibility; Transition into Brand President role; Lead a local business

Industry & Context.

Hospitality
Problems you'll solve

Root cause analysis

Eligibility Requirements

Relocation required, Relocation support provided

What They're Looking For.

Must Have

2-5 years management consulting, 2-5 years private equity operations, 2-5 years corporate strategy, 3+ years operations, 3+ years hospitality leadership, 3+ years logistics leadership, 3+ years retail leadership, 3+ years general management, Bachelor's degree, Analytical skills, Communication skills, Project management skills, Comfort operating in ambiguous environments, Comfort operating in fast-paced environments, Ability to drive outcomes without formal authority, Willingness to relocate

Nice to Have

Prior people management experience, Cross-functional leadership experience, MBA or relevant graduate degree

What You'll Do.

Drive execution across core operational functions

Lead department heads

Ensure performance against key metrics

Maintain alignment with company SOPs

Maintain alignment with company systems

Maintain alignment with company technology platforms

Lead weekly business reviews

Collaborate with centralized support teams

Hire frontline leaders

Manage frontline leaders

Develop frontline leaders

Hire individual contributors

Manage individual contributors

Develop individual contributors

Build a culture of ownership

Build a culture of excellence

Build a culture of servant leadership

Reinforce a culture of ownership

Reinforce a culture of excellence

Reinforce a culture of servant leadership

Act as a visible leader

Act as a hands-on leader

Set high standards for accountability

Set high standards for performance

Support local market strategy

Support local market execution

Support owner acquisition initiatives

Support owner retention initiatives

Lead special projects

Improve service quality

Identify opportunities to strengthen local operations

Execute opportunities to strengthen local operations

Identify opportunities to strengthen customer experience

Execute opportunities to strengthen customer experience

Participate in formal training forums

Participate in leadership workshops

Shadow senior executives

Attend strategic planning sessions

Build confidence to run a scaled local business

Lead with company culture

Lead with company values

How You'll Work.

Team & Collaboration

Collaborate with centralized support teams; Collaborate with Brand President

Process & Methodology

Project management

Full Job Description

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

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