Transactional Liability Claims Specialist

Overview

This contract role manages a portfolio of complex Transactional Liability claims, including Representations & Warranties (R&W) Insurance and Tax Liability. Responsibilities include evaluating coverage, investigating alleged breaches of transaction-related representations and warranties, assessing exposure, establishing reserves, and negotiating claim resolutions.

Responsibilities

• Claim Investigation and Coverage Analysis

  • Analyze complex insurance claims involving alleged breaches of representations and warranties arising from mergers, acquisitions, and other corporate transactions.
  • Review and interpret insurance policies, purchase agreements, disclosure schedules, financial records, diligence materials, and other transaction documents.
  • Evaluate coverage issues and policy application, including breach, loss, retention, exclusions, valuation issues, and damages calculations.
  • Draft detailed coverage position letters, reservation of rights letters, information requests, and coverage determinations.

• Claim Evaluation and Financial Management

  • Assess liability and damages exposure through detailed review of financial, accounting, operational, and legal documentation.
  • Establish, monitor, and adjust claim reserves based on evolving exposure assessments.
  • Prepare coverage and reserve recommendations for management review.
  • Partner with outside counsel, forensic accountants, valuation professionals, and industry experts to evaluate complex claims.

• Resolution and Settlement

  • Develop and execute claim resolution strategies.
  • Negotiate settlement agreements, releases, and related documentation.
  • Monitor litigated matters when necessary, including oversight of outside counsel and litigation budgets.

Requirements

• Juris Doctor (J.D.) degree.
• Significant experience in transactional liability insurance, mergers and acquisitions, private equity transactions, or legal practice focused on corporate transactions and M&A.
• Advanced analytical and investigative skills to evaluate nuanced coverage and legal issues.
• Strong judgment in reserve setting and claim valuation.
• Ability to independently manage a complex claim portfolio while meeting service expectations.

Preferred Qualifications

• Direct experience handling Representations & Warranties Insurance claims.
• Experience representing buyers, sellers, private equity sponsors, insurers, or financial institutions in M&A transactions.
• Familiarity with accounting principles, valuation methodologies, and financial statement analysis.
• Experience evaluating complex damages and loss calculations.
• Prior experience working with private equity, venture capital, or corporate transactional clients.

Compensation & Benefits

• Pay range: $130.00 - $150.00/hr.
• Compensation offered within this range will depend on factors including qualifications, skills, relevant experience, job knowledge, geographic location, internal equity, and other pertinent job-related factors.
• Eligibility requirements apply to some benefits and may depend on job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms.
• If eligible, benefits for this temporary role may include:
  • Medical, dental & vision
  • Critical Illness, Accident, and Hospital
  • 401(k) Retirement Plan (pre-tax and Roth post-tax contributions)
  • Life Insurance (Voluntary Life & AD&D for the employee and dependents)
  • Short and long-term disability
  • Health Spending Account (HSA)
  • Transportation benefits
  • Employee Assistance Program
  • Time Off/Leave (PTO, Vacation or Sick Leave)

Location

• Chicago, IL (contract position)
• Fully remote workplace type

Additional Information

• This position is anticipated to close on Oct 30, 2026.