Investment Senior Analyst / Associate

Pearlmark; New York (NY); On-site; USD 100,000 - 125,000; Full time

Benefits offered by this job

Medical

Dental

Vision

Life insurance/ADD

401(k) retirement plan

Long-term disability insurance

FSA

Job summary

Pearlmark, a real estate investment firm, seeks a highly motivated Investment Senior Analyst or Associate to support its debt and equity platforms in Chicago or New York. You will analyze acquisitions, developments, and debt investments from underwriting to disposition, working closely with senior leaders and reporting to the Managing Director of Investments.

The role emphasizes financial modeling, market research, due diligence, and coordination across asset management and legal teams.

Qualifications

• 2+ years of real estate private equity, REIT, debt, brokerage, banking, or valuation experience.
• Strong analytical and cash flow modeling skills, including distribution waterfalls and construction draws.
• Transaction closing experience
• Highly proficient in Excel and PowerPoint; Argus preferred
• Excellent written/verbal communication and organizational skills
• Familiarity with AI use cases for commercial real estate

Responsibilities

• Create and maintain detailed cash flow analyses for acquisition and debt transactions.
• Conduct market research to build pro forma assumptions using data sources and broker calls.
• Defend key assumption drivers to senior team members.
• Prepare investment committee memoranda and present materials.
• Collaborate on due diligence, third-party reports, and closing checklists.
• Support joint venture and loan document negotiations; review closing statements.

Skills

Financial modeling

Analytical reasoning

Teamwork

Communication

Problem solving

Tools

Excel

PowerPoint

Argus

Job description

Pearlmark is an investment firm that targets domestic core-plus to value-add real estate opportunities via commingled funds, separate accounts, and joint venture structures. Since 1996, the Pearlmark team has sponsored more than 15 real estate equity and debt investment programs and completed over 600 real estate equity and debt transactions on behalf of investors, representing $6.3 billion in equity capital commitments and $14.7 billion in gross investment value. The firm is currently investing on behalf of a senior debt fund, mezzanine debt fund, and value-add equity fund. The company currently employs 30+ professionals and with offices in Chicago and New York.

Job Description:

Pearlmark is actively seeking a highly-motivated, self-starter to join its private equity investments group in its Chicago or New York office as an Investment Senior Analyst or Associate supporting the debt and equity platforms. This team member will be responsible for analyzing new acquisition, development, and debt investment opportunities and take part in every aspect of the deal lifecycle, from initial underwriting to disposition. The individual will work directly with senior leaders and will report to the Managing Director of Investments.

Key Responsibilities

Investment Screening and Underwriting

• Create and maintain detailed, complex cash flow analysis for acquisition and debt transactions
• Conduct market research to build pro forma assumptions leveraging various data sources, calls with brokers, and conversations with other market participants
• Interface with Asset Management to review key inputs; defend and articulate key assumption drivers to senior team members
• Identify and communicate key risks and mitigants
• Run sensitivity and scenario analyses

Transaction Support

• Create investment committee memoranda with input from team members; present materials internally and to investors
• Draft soft quotes and term sheets for equity and debt transactions
• Collaborate with Asset Management to conduct property and sponsor due diligence; compile, review, and summarize third party reports, property level data, contracts, and sponsorship history; ensure closing checklist is complete and all issues are appropriately flagged and resolved
• Participate in joint venture and loan document negotiation; coordinate legal review
• Review closing statements for accuracy and completeness
• Prepare investment committee materials for business plan updates and dispositions

Asset and Portfolio Management

• Maintain financial models post-closing; update quarterly for valuation review
• Create PowerPoint slides on new equity investments and debt originations for quarterly investor presentations; draft ongoing business plan updates for senior team review
• Assist Asset Management with ad-hoc analyses

Requirements

• 2+ years of real estate private equity, REIT, debt, brokerage, banking, or valuation experience
• Analytical and cash flow modeling skills, including distribution waterfalls and construction draws
• Transaction closing experience
• Highly proficient in Excel and PowerPoint; proficiency in Argus preferred
• Strong team player able to work and solve problems independently and proactively
• Excellent written/verbal communication and organizational skills
• Familiarity with AI use cases for commercial real estate
• Ability to travel

Preferred Attributes

• Ability to manage multiple priorities in a fast-paced, team-oriented environment
• Proactive mindset with a desire to take ownership of workstreams
• Strong interpersonal skills and ability to work with cross-functional teams

Compensation: $100,000-$125,000 annually with placement within the range based on relevant experience, skills, and qualifications. In addition to the base salary, there is a discretionary bonus based on company and personal performance.

What We Offer:

• medical
• dental
• vision
• life insurance/ADD
• 401(k) retirement plan
• long-term disability insurance
• FSA

Pearlmark is backed by Generali, one of the world’s largest insurance asset managers. This backing offers the financial strength and global reach of an established institution while preserving the agility and conviction-driven culture of an entrepreneurial firm. For professionals early in their careers, the environment at Pearlmark is designed to accelerate growth. This individual will work closely with senior leadership, benefit from structured mentorship within the firm, and develop relationships across the broader real estate industry. Pearlmark encourages and supports its employees in participating in real estate boards, networks, and events across the industry.