Director Asset Management

Job Description

A growing real estate investment and asset management platform is seeking an experienced, hands-on Director of Asset Management. The organization owns and invests in a diverse portfolio, with a significant presence in Florida and continued growth through new investments, development, redevelopment, and strategic partnerships. This highly visible role works directly with the CEO and key operating partners to drive performance, make asset-level decisions, and create value across hospitality/resort, vacation rental, multifamily, and other real estate investments.

KEYS

1. Real Estate Investment and Asset Management
2. Hands-on experience overseeing multifamily, hospitality, or other commercial real estate investments. Ability to develop and execute business plans, manage budgets and capital projects, improve NOI and cash flow, and support underwriting, acquisitions, and dispositions.
3. Complex Assets, Workouts, and Lender Relationships
4. Experience navigating underperforming or distressed assets, refinancings, loan modifications, and restructurings. Comfortable working directly with lenders, investors, and operating partners to resolve issues and protect investment value.
5. Hands-On, Entrepreneurial Leadership
6. Comfortable working directly with the CEO and investment team in a smaller, founder-led organization. Able to take ownership, work through the details, build processes, and hold property managers and operating partners accountable.

Responsibilities

• Oversee the financial and operational performance of a portfolio of real estate investments.
• Develop and execute asset-level business plans, budgets, forecasts, and strategic initiatives.
• Analyze monthly financial results, cash flow, NOI, and operating metrics to identify opportunities to improve performance.
• Make asset-level recommendations and decisions based on market conditions, financial performance, and investment objectives.
• Provide ownership-level oversight of third-party operators, property managers, and operating partners.
• Oversee capital improvements, renovations, redevelopment, and other initiatives to enhance asset value.
• Evaluate performance against underwriting assumptions and investment objectives.
• Support acquisitions, underwriting, due diligence, and the transition of newly acquired assets.
• Assist with workouts, refinancings, recapitalizations, dispositions, and other strategic transactions.
• Prepare financial analyses, investment recommendations, and performance reports for leadership and investment partners.
• Coordinate with accounting, finance, operations, lenders, investors, legal counsel, and outside partners.
• Manage multiple assets and projects in a fast-paced, entrepreneurial environment.

Ideal Background

• 7+ years of experience in real estate asset management, acquisitions, investment management, development, or a related owner-side role.
• Experience with a real estate owner, investor, sponsor, developer, REIT, family office, or private equity platform is strongly preferred.
• Demonstrated responsibility for asset-level decisions and executing strategies that improve financial and operational results.
• Strong financial modeling and analytical skills, including cash flow analysis, budgeting, forecasting, valuation, and investment returns.
• Hospitality, resort, vacation rental, multifamily, or mixed-use experience highly desirable.
• Experience with complex assets, lender negotiations, workouts, or special situations strongly preferred.
• Experience supporting acquisitions, redevelopment, renovations, and capital projects.
• Ability to manage relationships with operators, property managers, lenders, investors, and other external partners.
• Sound business judgment and the ability to connect detailed financial analysis with broader investment strategy.
• Bachelor’s degree in Finance, Real Estate, Accounting, Business, or a related discipline.