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Sr. Director Investments & Underwriting

Job in Frederick, Frederick County, Maryland, 21701, USA
Listing for: LHH
Full Time position
Listed on 2026-09-02
Job specializations:
  • Finance & Banking
    Portfolio & Asset Management, Financial Analyst, Underwriter
Salary/Wage Range or Industry Benchmark: 190000 - 225000 USD Yearly USD 190000.00 225000.00 YEAR
Job Description & How to Apply Below

Our client is a growing real estate investment and operating platform seeking a Senior Director, Investments & Underwriting to play a key role in evaluating acquisitions, developments, recapitalizations, structured investments, and portfolio-level opportunities across a diverse real estate platform.

This is a highly visible opportunity for an experienced real estate investment professional who enjoys both strategic decision-making and hands-on underwriting. The successful candidate will serve as a critical member of the investment team, helping drive investment decisions while establishing underwriting standards and best practices that support future growth.

Responsibilities
  • Lead underwriting efforts for acquisitions, developments, recapitalizations, joint ventures, structured investments, and portfolio transactions.
  • Build and maintain sophisticated financial models evaluating investment returns, cash flow projections, financing structures, and downside scenarios.
  • Analyze and recommend investment structures, capital strategies, and risk mitigation approaches.
  • Evaluate market fundamentals, sponsor quality, tenant and counter party credit, and other key investment considerations.
  • Prepare investment committee materials, financial analyses, and investment recommendations for senior leadership.
  • Support due diligence, financing analyses, and transaction execution activities.
  • Develop and enhance underwriting templates, modeling standards, and investment processes.
  • Collaborate with investment, asset management, development, and executive leadership teams on strategic initiatives and active opportunities.
  • Assist with portfolio-level analyses and investment vehicle modeling as the platform continues to expand.
Qualifications
  • Bachelor's degree in Finance, Real Estate, Economics, Accounting, or related field.
  • 8+ years of real estate investment, acquisitions, underwriting, development, private equity, or institutional asset management experience.
  • Background with a real estate private equity firm, institutional investment manager, REIT, insurance investment platform, owner/developer, or similar principal investing organization.
  • Demonstrated experience underwriting commercial real estate investments and complex capital structures.
  • Advanced financial modeling capabilities with expert-level Excel proficiency.
  • Strong understanding of debt, equity, joint venture, waterfall, and structured capital investments.
  • Experience presenting investment recommendations to senior leadership and/or investment committees.
  • Ability to operate independently, manage multiple priorities, and thrive in an entrepreneurial environment.
Preferred Qualifications
  • Experience with development underwriting and portfolio-level analysis.
  • Exposure to institutional capital structures, fund vehicles, or multi-asset investment platforms.
  • Strong written and verbal communication skills with the ability to translate complex analyses into actionable recommendations.

Equal Opportunity Employer/Veterans/Disabled To read our Candidate Privacy Information Statement, which explains how we will use your information, please navigate to

This posting is a representative sample of the types of roles we typically place with our clients. Depending on the specific client, location, and role, the base salary range is estimated to be $190-225k and benefits may include
.

  • medical
  • dental
  • vision
  • life insurance
  • short-term disability
  • additional voluntary benefits
  • EAP program
  • commuter benefits
  • 401K plan
  • annual bonus.
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