Overview
We are seeking a visionary and results-oriented Managing Director to take full ownership of the short-term rental company’s performance and expansion. This role is responsible for company-wide strategy, operations, team development, technology integration, financial health, and overall business growth. The ideal candidate will bring strong executive leadership in hospitality, real estate, or tech-driven property management, with deep knowledge of the short-term rental system.
Key Responsibilities
- Set the strategic direction, mission, and long-term goals of the short-term rental division.
- Build and lead a scalable, high-performance operational model that supports aggressive growth.
- Represent the company to owners, investors, key stakeholders, and strategic partners.
- Lead the acquisition and onboarding of new properties.
- Build and maintain owner relationships and investor confidence.
- Oversee daily operations across all departments: guest services, tech, sales, revenue, listings, and owner relations.
- Implement systems and processes to support rapid scaling and exceptional operational performance.
- Report directly to the CEO with regular updates on financials, KPIs, risks, and performance.
- Develop budgets, set pricing and revenue strategies, and ensure healthy cash flow and profitability.
- Build models for cost optimization, revenue forecasting, and investor reporting.
- Lead adoption of property tech systems: PMS (Property Management System), CRM, smart locks, channel managers, automation tools.
- Champion a data-driven approach across revenue management, customer feedback, and workflow efficiency.
- Build the leadership team, define KPIs, and create a performance-driven culture.
- Oversee recruitment, staff development, and long-term organizational design.
- Foster innovation, ownership, and customer-first thinking at all levels.
- Define and enforce service standards and guest experience benchmarks across the portfolio.
- Lead crisis response and ensure brand integrity across digital platforms and guest interactions.
- Shape the company’s public image and brand positioning in competitive markets.
- Ensure all operations adhere to local short-term rental laws, licensing, insurance, and safety requirements.
- Oversee legal contracts, vendor agreements, and risk management policies.
Qualifications
- 10+ years of senior leadership experience in short-term rentals, hospitality, property tech, or real estate.
- Proven experience scaling operations and leading large, cross-functional teams.
- Strong with financial modelling, and strategic planning background.
- Deep knowledge of Airbnb, Booking.com, and digital hospitality platforms.
- Executive presence, negotiation skills, and stakeholder relationship management.
- MBA or advanced degree preferred.
- Job Type: Full-time