Managing Director - Luxury Vacation Real Estate Syndication
Job Description
About Us
We are a growing real estate investment platform focused on acquiring, developing, and operating luxury vacation homes in premier resort destinations throughout the United States and select international markets.
Our investment strategy targets high-end vacation properties that generate attractive income through short-term rentals while also benefiting from long-term appreciation. We are seeking an experienced and entrepreneurial Managing Director to help lead the growth of our luxury vacation home platform.
Position Overview
The Managing Director will play a key leadership role in sourcing acquisitions, overseeing operations, managing third-party property managers, optimizing portfolio performance, and supporting investor relations.
This individual will work directly with executive leadership and have the opportunity to help build a scalable investment platform from the ground up.
Responsibilities - Acquisitions & Investments
Source and evaluate luxury vacation home acquisition opportunities
Build relationships with brokers, developers, and property owners
Conduct financial analysis and underwriting
Prepare investment recommendations and presentations
Lead due diligence efforts and transaction execution
Negotiate purchase agreements and coordinate closings
Asset Management
Oversee third-party property management companies
Review monthly operating reports and financial performance
Monitor occupancy, average daily rates (ADR), and revenue trends
Develop strategies to improve operating performance and profitability
Oversee capital improvement projects and renovation initiatives
Manage reserve planning and capital expenditures
Revenue Optimization
Analyze market trends and competitive properties
Collaborate with operators to maximize occupancy and rental rates
Improve guest experience and property performance
Support direct booking and marketing initiatives
Investor Relations
Assist with investor reporting and communications
Participate in investor meetings and presentations
Support fundraising efforts and strategic growth initiatives
Contribute to offering memorandums and investment materials
Strategic Growth
Identify new acquisition markets and expansion opportunities
Evaluate development and partnership opportunities
Assist with long-term business planning
Support overall portfolio growth objectives
Qualifications Required
10+ years of experience in real estate, hospitality, asset management, or related fields
Strong financial modeling and underwriting experience
Experience managing operating assets
Demonstrated transaction experience
Excellent analytical and communication skills
Advanced proficiency with Excel and financial reporting
Preferred
Luxury vacation rental experience
Hospitality asset management experience
Resort real estate experience
Private equity or real estate investment experience
MBA, CPA, CFA, or CCIM designation
Compensation & Benefits
Competitive base salary
Performance-based annual bonus
Long-term incentive participation
Potential equity or profit-sharing opportunities
Paid travel expenses
Health insurance benefits
Career advancement opportunities within a rapidly growing investment platform
Why Join Us?
This is a unique opportunity to become a senior leader within an emerging real estate investment platform focused on the growing luxury vacation home sector. The successful candidate will have significant influence over acquisitions, operations, investor relations, and long-term company growth.
Qualified candidates are encouraged to submit a resume and brief cover letter outlining their relevant experience.
Pay: DOE
Benefits:
Health insurance
Paid time off
Professional development assistance
Work Location: In person
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Our Services
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We specialize in placing permanent, direct, contract, and temporary positions for companies of any size. Our recruiting services include sourcing, recruiting, screening, interview management, salary negotiations, training, and onboarding.
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