Associate Structured Finance Jobs in Chicago, IL

Company Overview

Hilco Global, a subsidiary of ORIX Corporation USA, is a diversified financial services company that delivers integrated professional services and capital solutions that help clients maximize value and drive performance across the retail, commercial and industrial, real estate, manufacturing, brand and intellectual property sectors, and more. Hilco Global provides a range of customized solutions to healthy, stressed, and distressed companies to resolve complex situations and enhance long-term enterprise value. Hilco Global works to deliver the best possible result by aligning interests with clients and providing strategic advice and, in many instances, the capital required to complete the deal. Hilco Global is based in Northbrook, Illinois and has more than 850 professionals operating on four continents. Visitwww.hilcoglobal.com.

Position Summary

The primary focus of the Asset Management & Underwriting position is to support Hilco Global Real Estate Capital ("HREC"), a division of ORIX USA's Commercial Real Estate platform, in the ongoing management of opportunistic real estate credit investments, as well as underwriting and execution, across the US and Canada. The position provides exposure to the full investment lifecycle, including due diligence, underwriting, transaction execution, portfolio management, borrower interaction, asset surveillance, and special situations. The Associate will work closely with senior investment professionals, originators, asset managers, legal counsel, third-party consultants, and borrowers across a broad range of property types and investment structures. The ideal candidate will possess strong financial modeling and credit skills, exceptional attention to detail, and an interest in both new investment underwriting and active portfolio management.

Primary Responsibilities

Asset Management & Portfolio Oversight

• Monitor portfolio performance through regular reviews of borrower reporting, operating performance, leasing activity, construction progress, and business plan execution.
• Review borrower financial statements, rent rolls, operating reports, construction draws, and compliance submissions.
• Track loan covenants, reporting requirements, reserve balances, and key performance milestones.
• Prepare periodic portfolio reviews, risk rating analyses, and asset update reports for senior management and investment committees.
• Participate in property inspections and borrower meetings to evaluate collateral condition and project progress.
• Identify emerging risks, performance issues, covenant breaches, or business plan deviations and recommend appropriate courses of action.
• Assist with loan modifications, extensions, consents, assumptions, collateral releases, and other portfolio management activities.
• Support workout and special servicing situations, including restructuring analyses, recovery assessments, and enforcement strategy evaluations when necessary.
• Coordinate with legal counsel, consultants, and third-party professionals regarding asset-level issues and resolutions.

Portfolio Analytics & Platform Development

• Maintain portfolio monitoring systems, investment databases, and reporting tools.
• Assist in developing underwriting templates, portfolio reporting frameworks, and investment analytics.
• Contribute to market research initiatives and sector-level investment themes.
• Support portfolio-level risk management and performance tracking across the platform.

Underwriting & Transaction Execution

• Analyze and underwrite real estate debt and structured finance opportunities, including bridge loans, senior stretch loans, mezzanine debt, note acquisitions, debtor-in-possession (DIP) loans, and select equity investments.
• Build and maintain detailed financial models evaluating collateral value, cash flow, sponsor strength, repayment scenarios, and downside risk.
• Perform comprehensive reviews of property operating statements, rent rolls, budgets, appraisals, market studies, engineering reports, environmental reports, and other third-party due diligence materials.
• Evaluate sponsor experience, financial capacity, business plans, and track records.
• Prepare transaction screening materials, investment memoranda, credit approval packages, and presentations for internal investment committees.
• Assist in negotiating loan structures, business terms, reserves, covenants, guaranties, and other credit protections.
• Coordinate third-party due diligence providers, legal counsel, borrowers, and internal stakeholders throughout the closing process.
• Conduct market research and competitive analysis across multiple property sectors and geographic markets.

Qualifications

• 2-4 years of experience in commercial real estate lending, underwriting, credit analysis, principal investing, structured finance, or asset management.
• Bachelor's degree in Finance, Real Estate, Accounting, Economics, or a related field.
• Strong financial modeling, valuation, and analytical capabilities.
• Understanding of commercial real estate fundamentals across multiple asset classes, including multifamily, industrial, office, retail, hospitality, land, and specialty property types.
• Experience reviewing financial statements, rent rolls, operating budgets, and third-party due diligence reports.
• Excellent written and verbal communication skills, including experience preparing investment memoranda and presenting analyses to senior professionals.
• Highly proficient in Microsoft Excel, Word, and PowerPoint.
• Strong organizational skills with the ability to manage multiple assignments and deadlines simultaneously.
• Self-starter with a strong work ethic, intellectual curiosity, and attention to detail.
• Entrepreneurial mindset and desire to work in a dynamic, high-volume investment environment.

Preferred Qualifications

• Experience within a commercial real estate lender, debt fund, private equity platform, investment bank, or special situations investor.
• Exposure to transitional assets, distressed situations, or structured credit investments.

Annual base salary gross: $110,000-140,000. The base salary range represents the estimated low and high end of Hilco's salary for this position based on geography. Actual base salaries will vary and will be based on various factors, such as candidate's qualifications, skills, competencies and proficiency for the role. The base pay is one component of Hilco's total compensation package for employees. Other rewards and benefits include cash bonuses, long term incentives, health insurance, accident and life insurance, and retirement benefits.

Hilco Global is an equal opportunity employer. Qualified candidates will be considered on merits and without regard to race, religion, color, national origin, sexual orientation, genetic information, marital status, gender, veteran, or disability status.

Hilco Global strives to comply with all applicable local/state regulations regarding displaying salary ranges. Any offered salary is determined based on relevant factors such as applicant's skills, job responsibilities, prior relevant experience, certain degrees and certifications and market considerations. In addition, Hilco Global is proud to offer a comprehensive, competitive benefits package, with options designed to help you make the best decisions for yourself, your family, and your lifestyle. Available benefits are based on eligibility. Our Total Rewards package includes a variety of medical and dental plans, vision coverage, disability and life insurance, 401(k) plans, and a robust suite of personal well-being benefits to support your mental health. https://hilcoglobal.com/careers-about/