Transactional Liability Claims Specialist

Description

The Transactional Liability Claims Professional is responsible for managing a portfolio of complex Transactional Liability claims, including Representations & Warranties (R&W) Insurance and Tax Liability. The role requires strong legal and analytical skills to evaluate coverage, investigate alleged breaches of transaction-related representations and warranties, assess exposure, establish reserves, and negotiate claim resolutions. The ideal candidate will possess a Juris Doctor (J.D.) degree and significant experience in transactional liability insurance, mergers and acquisitions, private equity transactions, or legal practice focused on corporate transactions and M&A. Essential 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.

Skills

Representations & Warranties, M&A Transactions, Claim Evaluation, Risk analysis, transactional law, private equity, Attorney

Top Skills Details

Representations & Warranties,M&A Transactions,Claim Evaluation

Additional Skills & Qualifications

Qualifications: Preferred 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. ________________________________________ Knowledge, Skills & Abilities 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 effectively negotiate and influence outcomes in high-exposure matters. Capacity to manage a complex claim portfolio independently while meeting service expectations.

Experience Level

Expert Level

Job Type & Location

This is a Contract position based out of Chicago, IL.

Pay and Benefits

The pay range for this position is $130.00 - $150.00/hr.

Individual compensation offered for this position within this range will depend on many 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 your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following: Medical, dental & vision Critical Illness, Accident, and Hospital 401(k) Retirement Plan Pre-tax and Roth post-tax contributions available 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)

Job Type & Location

This is a Contract position based out of Chicago, IL.

Application Deadline

This position is anticipated to close on Oct 28, 2026.

Workplace Type

This is a fully remote position.

About TEKsystems

We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.

The company is an equal opportunity employer and will consider all applications without regards to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

About TEKsystems and TEKsystems Global Services

Were a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. Were a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. Were strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. Were building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

San Francisco Fair Chance Ordinance: Pursuant to the San Francisco Fair Chance Ordinance, for all positions located in the city and county of San Francisco, we will consider for employment qualified applicants with arrest and conviction records.

Massachusetts Lie Detector: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Use of Artificial Intelligence (AI): We may use Artificial Intelligence (AI) to support parts of our hiring process, including sourcing, screening, and evaluating candidates. AI helps assess applications and qualifications, but final decisions are made by our hiring team. By applying, you acknowledge and agree that your application may be reviewed using AI tools.