Litigation Finance Investment Analyst

Vice President - Litigation Finance Investments

Location: Chicago, IL (5 days in-office)

Overview

A Chicago-based investment platform focused on litigation finance and specialty finance strategies is seeking a Vice President to join its investment team. This individual will play a key role in sourcing, diligencing, and underwriting complex litigation-driven and asset-backed investment opportunities across niche, uncorrelated strategies.

This is a senior, high-ownership role within a lean, entrepreneurial environment, suited for candidates with 8-10+ years of experience across manager research, private markets, or specialty finance who are looking to step into a more direct investing seat.

Key Responsibilities

• Lead end-to-end diligence and underwriting of litigation finance investments, including case-level and portfolio-level analysis
• Evaluate specialty finance and esoteric credit opportunities, with a focus on downside protection and asymmetric return profiles
• Drive investment structuring and execution across litigation finance and adjacent strategies
• Build and oversee complex financial models, scenario analyses, and risk assessments
• Author and present investment memos and IC materials to senior stakeholders
• Conduct manager, sponsor, and legal diligence, including direct interaction with external partners and advisors
• Partner with senior leadership on portfolio construction, capital allocation, and new strategy development
• Support portfolio monitoring and provide ongoing insights on performance and risk

AI / Technology Focus

• Actively leverage data and technology to enhance underwriting and research workflows
• Contribute to firmwide initiatives focused on AI integration and investment process optimization
• Ideal candidates have experience implementing or scaling AI-driven tools within an investment or analytical environment

Qualifications

• 8-10+ years of experience across:

• Manager research (OCIO, family office, institutional allocator)

• Private credit / opportunistic or distressed investing

• Specialty finance / asset-backed or structured credit

• Demonstrated track record of leading diligence and evaluating complex investments

• Strong financial modeling and analytical capabilities

• Experience producing and presenting investment materials at the IC level

• CFA or similarly rigorous analytical background preferred

• Strong academic background (top undergraduate and/or MBA program preferred)

Profile Fit

• Background similar to a senior manager research or private markets investor, with a clear progression into direct investment work
• Candidates from larger platforms seeking a more agile, high-impact environment
• LP professionals looking to transition into a GP / direct investing role
• High ownership mentality; comfortable leading workstreams in a lean team environment
• Strong intellectual curiosity, particularly around litigation finance and niche, uncorrelated strategies

Additional Details

• Title: Vice President
• Must be Chicago-based (non-negotiable)
• Fully in-office, five days per week