Associate / Senior Associate – Underwriting, Real Estate Capital

Hilco Global•Chicago, IL

48d•$100,000 - $140,000•Onsite

About The Position

About Hilco Global is the world’s preeminent authority on maximizing the value of assets for both healthy and distressed companies. We provide a comprehensive range of financial services that leverage a unique blend of deep restructuring and advisory experience in combination with capital solutions and principal investing through our merchant banking capabilities. Hilco Global’s unrivaled track record has been hard-earned by serving as a trusted advisor, agent, investor and/or principal in transactions of all sizes and scopes for many of the world’s largest, most innovative and best-known companies. In each engagement, we work side-by-side with clients to deliver the best possible outcome by aligning interests and providing strategic insight, advice, and – increasingly – access to the capital required to complete the deal. Operating as a privately held, diversified financial services holding company, Hilco Global, its more than twenty highly specialized business units and 800+ professionals are positioned across five continents. Position Summary The role will be based in Chicago or New York. The primary focus is to support Hilco Global Real Estate Capital, a division of ORIX USA’s Commercial Real Estate group, in underwriting and executing opportunistic real estate credit investments across all major U.S. asset classes. The successful candidate will possess a strong underwriting and credit background, a high level of financial acumen, and the ability to collaborate across Hilco Global, ORIX, and affiliated investment platforms to originate, structure, and execute real estate debt investments.

Requirements

2–5 years of experience in commercial real estate lending, underwriting, or credit analysis, with exposure to multiple asset classes (retail, industrial, office, hotel, multifamily, etc.).
A strong credit mindset and ability to structure and underwrite loans that effectively mitigate risk while meeting diverse capital source requirements.
Bachelor’s degree in Finance, Real Estate, Accounting, or a related field required; MBA and/or formal credit training a plus
Proven ability to analyze complex financial statements, cash flows, and third-party due diligence reports.
Highly proficient in Excel, with the ability to build and interpret financial and valuation models.
Excellent written and verbal communication skills, including experience preparing materials for senior management or investment committees.
Self-starter with exceptional attention to detail, organizational ability, and project management skills, capable of handling multiple deals simultaneously.
Collaborative, team-oriented professional with the ability to work effectively across a matrixed organization.
Entrepreneurial mindset and desire to join a growing, dynamic platform with significant deal flow and exposure to complex, high-yield transactions.

Responsibilities

Conduct due diligence and underwrite a range of real estate credit opportunities, including opportunistic bridge loans, senior stretch loans, note acquisitions, mezzanine debt, debtor-in-possession (DIP) loans, and equity.
Prepare and present investment materials, including transaction screenings, investment summaries, asset summary reports (ASRs), and detailed credit memoranda for internal committees.
Perform comprehensive credit and financial analyses of properties, sponsors, borrowers, and major tenants, incorporating review of operating statements, rent rolls, and third-party reports.
Collaborate with originators, Hilco industry experts, and the Hilco Capital Solutions team to evaluate and structure both single-asset and portfolio transactions.
Partner closely with ORIX’s real estate credit, risk, portfolio management, and asset management teams to ensure alignment and consistency in underwriting discipline.
Manage and maintain the deal pipeline, tracking active and prospective investment opportunities across the platform.
Contribute to the continued development of underwriting models, internal processes, and best practices to enhance the platform’s efficiency and analytical rigor.
Participate in market research and strategic analysis to identify emerging opportunities across sectors and geographies.