Director of Development and Investments

Description We are looking for an experienced leader to guide development and investment initiatives that support growth across the senior housing sector in Florida. This position combines strategic planning, real estate execution, and capital markets expertise to evaluate opportunities, advance new projects, and strengthen investor relationships. The ideal candidate brings strong commercial judgment, deep industry knowledge, and the ability to move complex deals from concept through completion.

Responsibilities:

- Direct new senior housing projects from early site evaluation through planning, approvals, construction coordination, and operational ramp-up.

- Analyze market conditions, demographic data, and competitive landscapes to determine the feasibility and long-term potential of proposed developments.

- Lead the review and underwriting of development, investment, and preferred acquisition opportunities across multiple senior living product types.

- Design and negotiate financing structures that may include equity, senior debt, mezzanine capital, and joint venture arrangements.

- Build and maintain sophisticated financial models to assess projected returns, key assumptions, and downside risk scenarios.

- Prepare clear investment presentations and recommendations for executive leaders, lenders, and capital partners.

- Oversee due diligence activities by coordinating financial, operational, legal, and property-level reviews to support informed decision-making and smooth closings.

- Cultivate relationships with lenders, investors, REITs, and other capital providers while tracking market activity and emerging trends that influence strategy.

- Partner with executive leadership and cross-functional teams to shape expansion plans, support portfolio decisions, and mentor developing team members. Requirements - 7+ years of experience in real estate development, investments, capital markets, or a related field, with meaningful exposure to senior housing.

- Bachelor's degree in real estate, finance, business, or a closely related discipline is preferred.

- Demonstrated ability to evaluate and execute complex real estate transactions and capital structures.

- Strong background in financial modeling, underwriting, and investment analysis.

- Experience managing due diligence, acquisitions, or development processes from initial review through execution is highly valued.

- Established relationships within lending, private equity, institutional investment, or senior housing finance networks are preferred.

- Excellent communication, negotiation, and presentation skills with the ability to influence senior stakeholders.

- Capacity to manage multiple priorities in a fast-moving environment while maintaining strong attention to detail.

Robert Half is the world's first and largest specialized talent solutions firm that connects highly qualified job seekers to opportunities at great companies. We offer contract, temporary and permanent placement solutions for finance and accounting, technology, marketing and creative, legal, and administrative and customer support roles.

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All applicants applying for U.S. job openings must be legally authorized to work in the United States. Benefits are available to contract/temporary professionals, including medical, vision, dental, and life and disability insurance. Hired contract/temporary professionals are also eligible to enroll in our company 401(k) plan. Visit  for more information.

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