Real Estate Financial Analyst

Cabrera Capital•Chicago, IL

22h•Onsite

About The Position

Cabrera Capital Partners (CCP) is a national, full-service real estate firm that provides development, investment, and advisory services to clients. CCP specializes in developing and acquiring institutional-quality real estate, specifically multifamily and student living in high-growth, high-demand markets. Our market and site selection strategies are data-driven, considering macro market neighborhood-specific metrics. Our developments aim to integrate design creativity to enhance the resident experience and build community. We aim to develop 10,000 units in 10 markets over the next 5 years. The Real Estate Financial Analyst is a core contributor to how we source, underwrite, and execute deals. You will work directly with senior leadership across the full transaction lifecycle, from initial market screening through investment committee approval and into asset management. The work is fast-moving, intellectually demanding, and consequential. Operates with a high degree of autonomy in financial analysis and deal support. Exercises judgment in underwriting assumptions, analytical framing, and investment recommendations provided to senior leadership. We are a small team, which means your output matters immediately and visibility is high.

Requirements

Advanced Excel required, including dynamic model building and the ability to build models from scratch
PowerPoint fluency, with the ability to develop clear, well structured presentations that effectively communicate analysis and recommendations
Ability to automate repetitive analytical tasks (Python, VBA, or equivalent) is a meaningful differentiator
Actively uses AI tools to accelerate research, drafting, and analysis, thoughtfully balancing their use with independent thinking
Exercises sound judgment, with the ability to identify key insights, prioritize relevant information, and filter out noise in both data and discussions
Strong written communication skills demonstrated through clear, analytical memos, emails, and presentation materials
Resourceful and self directed, with a demonstrated ability to find answers independently
Intellectual curiosity about markets, capital flows, and the drivers of real estate value
Comfortable operating in ambiguous environments and building process where none exists
Demonstrates persistence and follow through to bring work to completion without requiring close oversight
Bachelor’s degree required in finance, real estate, economics, or a related analytical field
2 to 4 years of experience at an institutional real estate firm (investor, owner, operator, developer, REPE, REIT, or institutional advisory)
Demonstrated experience owning financial models, not just populating templates
Exposure to multiple property types and full cycle transaction experience through closing strongly preferred

Nice To Haves

CFA candidacy, MSRE, or MBA a plus, but not required

Responsibilities

Build and own complex cash flow models across property types including industrial, multifamily, student housing, and mixed use
Develop, review, and stress test operating pro formas and investment return models (IRR, equity multiple, cash on cash) across a range of capital structures
Sensitize assumptions across key variables (e.g., rent growth, vacancy, cap rates, construction costs, financing terms) and translate outputs into relevant investment conclusions
Support debt and equity structuring analysis, including joint venture and waterfall modeling
Conduct primary and secondary market research using institutional data platforms (e.g., CoStar, Green Street, MSCI, or equivalent), as well as site visits, broker conversations, and local market intelligence
Synthesize research into clear written investment theses and underwriting memoranda with a defined point of view
Track sector, submarket, and competitive trends and maintain comparable and benchmarking analyses
Support transactions from initial screening through LOI, due diligence, and closing
Prepare investment committee materials including executive summaries, underwriting exhibits, risk assessment, and recommendation frameworks
Coordinate with third party consultants, brokers, lenders, and legal counsel throughout the diligence and closing process
Maintain pipeline tracking, deal logs, and internal investment databases
Support property and JV level financial performance analysis, connecting underwriting assumptions to actual and forecasted results
Analyze and communicate deal cash flows and partner economics, clearly showing sources and uses of capital across CCP and its partners
Prepare property, JV, and portfolio level reporting that explains performance, returns, and variance to plan for internal and external stakeholders
Build polished, boardroom ready investment decks and IC approval materials
Distill complex financial and market analysis into clear, decision oriented narratives for senior leadership and external stakeholders
Support preparation of materials for LP reporting, investor communications, and capital raising initiatives as needed