Acquisitions Analyst (1+ Years Experience Required - Chicago, In-Person)

29th Street Capital is seeking an analytically rigorous and highly driven Acquisitions Analyst with 1-2 years of relevant full-time experience to join our Chicago office. This role is designed for individuals who have already developed a strong foundation in financial analysis and are ready to take on increased responsibility in evaluating and executing real estate investments. You will work directly with senior investment professionals and will be expected to operate with a high degree of autonomy, accuracy, and judgment.

This is not an entry-level role. Candidates directly out of undergraduate programs will not be considered. The role reports to our corporate office location in downtown Chicago.

SUMMARY OF POSITION:

This role leads the underwriting and evaluation of multifamily investment opportunities across value-add and core-plus strategies. It involves building and refining financial models, analyzing property performance and market data, and conducting detailed research to assess risk, return, and overall viability. The position also supports the full transaction lifecycle—from diligence and data room coordination through closing—while preparing investment materials for internal stakeholders and assisting with investor communications. In addition, the role partners closely with Asset Management and Capital Markets to ensure seamless execution from underwriting through ongoing operations.

ESSENTIAL JOB FUNCTIONS:

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Build, audit, and refine detailed financial models for multifamily investment opportunities across value-add and core-plus strategies

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Analyze operating statements, rent rolls, and market data to assess risk, return, and business plan viability

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Lead underwriting workstreams with limited oversight, identifying key risks and value drivers

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Prepare clear, well-structured investment materials for internal decision-making

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Conduct in-depth market and submarket analysis, including supply pipelines, absorption trends, and comparable transactions

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Support and help manage live transactions through diligence, data room coordination, and closing execution

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Assist in preparing investor-facing materials, including presentations, reporting, and capital raising support

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Partner closely with Asset Management and Capital Markets to ensure continuity from underwriting through execution

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1–2 years of full-time experience in real estate acquisitions, investment banking, private equity, lending, or a similarly rigorous analytical role

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Bachelor’s degree in finance, economics, real estate, engineering, mathematics, or a related discipline

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Advanced Excel proficiency and demonstrated experience building and auditing financial models

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Strong understanding of real estate fundamentals, including NOI, IRR, equity multiples, cap rates, and cash flow dynamics

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High attention to detail with the ability to work quickly without sacrificing accuracy

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Strong written and verbal communication skills

What You'll Bring:

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Think independently and can identify flawed assumptions or gaps in analysis

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Take ownership of workstreams and follow through without close supervision

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Have a high standard for quality, organization, and clarity

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Are comfortable operating in a high-expectation, fast-paced environment

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Are motivated to build a long-term career in real estate investing

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