Transactional Liability Claims Specialist

TEKsystems•Sun Prairie, WI
•$130 - $150•Remote

About The Position

The Transactional Liability Claims Professional manages a portfolio of complex Transactional Liability claims, including Representations & Warranties (R&W) Insurance and Tax Liability. The role evaluates coverage, investigates alleged breaches of transaction-related representations and warranties, assesses exposure, establishes reserves, and negotiates claim resolutions. The position requires strong legal and analytical skills and is suited to a candidate with a Juris Doctor (J.D.) and significant experience in transactional liability insurance, mergers and acquisitions, private equity transactions, or corporate transactional and M&A legal practice. The position is a contract role based in Sun Prairie, Wisconsin, and is fully remote. The pay range is $130.00–$150.00 per hour. Eligible benefits for this temporary role may include medical, dental, and vision coverage; critical illness, accident, and hospital coverage; a 401(k) retirement plan with pre-tax and Roth contributions; life insurance; short- and long-term disability; a Health Spending Account (HSA); transportation benefits; an Employee Assistance Program; and time off or leave, such as PTO, vacation, or sick leave. Eligibility may depend on job classification and length of employment, and benefits are subject to change and applicable plan terms.

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.
  • Deep understanding of Transactional Liability and Representations & Warranties insurance products.
  • Strong knowledge of M&A transaction structures and corporate law principles.
  • Ability to identify and analyze nuanced coverage issues and legal arguments.
  • Advanced analytical, investigative, and critical-thinking skills.
  • Strong judgment in reserve setting and claim valuation.
  • Ability to negotiate effectively and influence outcomes in high-exposure matters.

Nice To Haves

  • 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.

Responsibilities

  • 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 coverage position letters, reservation of rights letters, information requests, and coverage determinations.
  • Assess liability and damages exposure through 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.
  • Work with outside counsel, forensic accountants, valuation professionals, and industry experts to evaluate complex claims.
  • 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.
  • Manage a complex claim portfolio independently while meeting service expectations.

Benefits

  • Medical insurance
  • Dental insurance
  • Vision insurance
  • Critical illness, accident, and hospital coverage
  • 401(k) retirement plan with pre-tax and Roth post-tax contributions
  • Voluntary life and AD&D insurance for employees and dependents
  • Short- and long-term disability
  • Health Spending Account (HSA)
  • Transportation benefits
  • Employee Assistance Program
  • Time off or leave, including PTO, vacation, or sick leave
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