Associate - Acquisitions & Asset Management

About Brooksville Brooksville is a New York-based, vertically integrated real estate investment and management firm focused on multifamily housing throughout the New York City metro area. For more than 20 years, Brooksville's senior management team has invested in, operated, and repositioned multifamily assets through a hands-on approach to acquisitions, asset management, property operations, and capital planning. Brooksville currently owns and operates nearly 7,500 units with an aggregate value in excess of $3.0 billion. About the Role Brooksville is seeking an Associate to support acquisitions and asset management across its portfolio. This role offers broad exposure across the investment lifecycle, including underwriting, due diligence, portfolio analysis, operating performance, and strategic initiatives. The Associate will work closely with senior management and will be expected to take on meaningful responsibility in a lean, entrepreneurial environment. This is an ideal opportunity for someone who wants to build a career in real estate investing and operations, with direct exposure to both transaction execution and portfolio strategy. The position is based in New York City and will involve periodic travel to property locations. Acquisition Responsibilities Screen and evaluate new investment opportunities Build and maintain detailed financial underwriting models Conduct market, submarket, and competitive set analysis Prepare investment memos, transaction summaries, and internal presentation materials Support due diligence, including coordination with brokers, lenders, consultants, legal teams, and other third parties Assist in the evaluation of capital plans, business plans, and execution risks Develop and maintain relationships with brokers and other market participants Asset Management Responsibilities Monitor property and portfolio performance to help drive cash flow, operational efficiency, and investment returns Review monthly financial statements, leasing activity, traffic, delinquency, and other key operating metrics Partner with property management to identify operational issues and execute solutions Assist with annual budgets, business plans, capital improvement planning, and cash flow projections Support strategic initiatives across the portfolio, including revenue enhancement, expense management, and operational process improvement Help maintain lender, investor, and regulatory compliance Prepare recurring and ad hoc reporting, analyses, and presentations for senior management Qualifications 35 years of experience in real estate, investment banking, private equity, consulting, brokerage, or a related field Strong financial modeling and analytical skills Advanced proficiency in Excel and strong proficiency in PowerPoint and Word Strong written and verbal communication skills Ability to think like both an investor and an operator Highly organized, detail-oriented, and comfortable managing multiple workstreams simultaneously Self-starter with sound judgment, strong work ethic, and the ability to thrive in a fast-paced, entrepreneurial environment Familiarity with multifamily real estate and/or New York City housing is a plus