Real Estate Business Strategy Analyst - Multifamily

Skybox Capital; Chicago (IL); Hybrid; USD 80,000 - 110,000; Full time

Job summary

Skybox Capital, a family office and private equity firm, is seeking a highly analytical Real Estate Strategy Analyst to support the growth of the multifamily assets portfolio in Chicago. The role focuses on financial reporting, forecasting, performance analysis, and cross-functional collaboration, with direct exposure to senior leadership and capital deployment decisions.

Strong accounting fundamentals, GAAP knowledge, and advanced Excel skills are essential for building dashboards and models to

Qualifications

• Bachelor’s degree in Finance, Accounting, Economics, or related field.
• 1+ years of FP&A, finance, or consulting experience.
• Strong understanding of income statements, balance sheets, cash flow statements, and GAAP principles.
• Strong Excel modeling skills (index/match, pivot tables, forecasting, scenario modeling).
• Ability to interpret financial results and explain operational drivers clearly.
• Detail-oriented, organized, and able to work in a fast-paced investment environment.
• Nice-to-have experience in consulting, investment banking, or FP&A settings.
• Exposure to real estate property management.
• Ability to build dashboards or reports in BI tools (Power BI preferred).

Responsibilities

• Analyze monthly, quarterly, and annual financial statements, with a focus on identifying potential areas of opportunity for the business.
• Prepare financial dashboards and reporting packages.
• Identify trends, operational drivers, and risks across the property portfolio.
• Assist in forecasting the performance of the property management company, including staffing, maintenance, G&A expenses, and portfolio-wide operational impacts.
• Work with accounting, property management and business intelligence systems to extract, validate, and interpret financial and operational data.
• Ensure accuracy of data feeds and reporting outputs across systems and spreadsheets.
• Implement process improvements to enhance reporting accuracy, speed, and clarity.
• Collaborate closely with accounting/finance teams and operations teams to execute leadership strategy.
• Support underwriting and scenario modeling for strategic growth opportunities, including M&A.
• Participate in quarterly business reviews and investment performance meetings.

Skills

FP&A experience

GAAP principles

Financial statements

Excel modeling

Operational drivers

Cross-functional collaboration

Real estate exposure

Education

Bachelor’s degree in Finance, Accounting, Economics, or related field

Tools

Power BI

Job description

Business Strategy Analyst, Multifamily Assets

Location: Chicago, IL (Hybrid)
Company: Skybox Capital
Team: Investments
Reports To: VP of Investments

Overview

Skybox Capital, a family office and private equity firm, is seeking a highly analytical Real Estate Strategy Analyst with experience in financial reporting, forecasting, and performance analysis. This role will focus on supporting the growth of the multifamily property management business.

The ideal candidate has an interest in real estate, and excellent grasp of fundamental accounting principles and financial review (income statements, balance sheets, cash flow). This role is designed for a detail-driven individual who enjoys digging into numbers, understanding operational drivers, and helping leadership make data-driven decisions. This is a high visibility role in a quickly growing organization and unique opportunity to work directly with senior leadership team members.

Key Responsibilities

1. Financial Review & Reporting

• Analyze monthly, quarterly, and annual financial statements, with a focus on identifying potential areas of opportunity for the business.
• Prepare financial dashboards and reporting packages.
• Identify trends, operational drivers, and risks across the property portfolio.
• Assist in forecasting the performance of the property management company, including staffing, maintenance, G&A expenses, and portfolio-wide operational impacts.

3. System & Data Management

• Work with accounting, property management and business intelligence systems to extract, validate, and interpret financial and operational data.
• Ensure accuracy of data feeds and reporting outputs across systems and spreadsheets.
• Implement process improvements to enhance reporting accuracy, speed, and clarity.

4. Cross-Functional Collaboration

• Collaborate closely with accounting/finance teams and operations teams to execute leadership strategy.
• Support underwriting and scenario modeling for strategic growth opportunities, including M&A.
• Participate in quarterly business reviews and investment performance meetings.

Qualifications

Required

• Bachelor’s degree in Finance, Accounting, Economics, or related field.
• 1+ years of FP&A, finance, or consulting experience.
• Strong understanding of income statements, balance sheets, cash flow statements, and GAAP principles.
• Strong Excel modeling skills (index/match, pivot tables, forecasting, scenario modeling).
• Ability to interpret financial results and explain operational drivers clearly.
• Detail-oriented, organized, and able to work in a fast-paced investment environment.

Nice-to-Have

• Experience working in a consulting, investment banking, or FP&A setting.
• Exposure to real estate property management.
• Ability to build dashboards or reports in BI tools (Power BI preferred).

Why Join Skybox Capital?

• Work directly with investment team and company leadership in a lean, high-impact environment.
• Gain deep exposure to real estate operations, property management strategy, and portfolio company performance.
• Competitive compensation, bonus opportunity, and career development within a quickly growing firm.
• A hands-on role where your analysis directly influences decisions on capital deployment, strategy, and investment oversight.