Associate Attorney - Insurance Coverage
Job description
Associate Attorney - Insurance Coverage at Tressler LLP.
About the role
You will own the analysis of complex insurance policies for clients across multiple industries, translating dense policy language into actionable coverage strategies. You will take ownership of civil litigation proceedings from initial assessment through resolution, ensuring every decision aligns with client risk tolerance and policy obligations. You will draft critical legal documents such as coverage opinions and reservation of rights letters that shape how insurers respond to loss scenarios. You will collaborate daily with claims professionals and adjusters to ensure strategic alignment between coverage positions and real-world claims dynamics. You will monitor ongoing litigation to evaluate evolving exposure and advise on the financial and reputational risks embedded in policy language. You will communicate complex legal theories to clients and courts, whether in remote conference settings or during in-person hearings in federal and state venues. You will contribute to the long-term growth of your practice by absorbing mentorship and gradually expanding your responsibilities in high-stakes matters.
Key facts
What you'll do
- Handle all phases of insurance coverage analysis and related civil litigation in state and federal court, from initial investigation through trial or settlement.
- Draft coverage opinions, reservation of rights letters, and other coverage-related communications that clarify insurer obligations and strategic options.
- Draft pleadings, motions, and discovery materials, and actively participate in depositions, mediations, and hearings as required by case strategy.
- Provide strategic legal advice to insurance company clients while collaborating closely with claims professionals and adjusters to align coverage with operational realities.
- Monitor underlying litigation developments and evaluate potential exposure under applicable insurance policies to anticipate risk and allocate resources effectively.
- Regularly interface with clients, opposing counsel, and judicial officers, attending court hearings and oral arguments both remotely and in-person across various jurisdictions.
- Conduct in-depth policy interpretation and legal research to support novel coverage issues that arise in complex, industry-specific disputes.
- Manage case files and timelines to ensure compliance with procedural rules and court deadlines while maintaining high standards of accuracy and professionalism.
- Assist in developing trial themes and settlement strategies based on coverage analysis, evidentiary assessments, and client objectives.
- Support the documentation and presentation of key arguments in mediations and hearings, emphasizing clarity, precision, and persuasive advocacy.
- Track emerging trends in insurance coverage law and contribute to internal discussions that refine practice approaches and client service standards.
- Work within a hybrid office structure in Willis Tower, balancing independent work with team collaboration to meet client demands efficiently.
Requirements
- Hold an active bar license in Illinois, with no exceptions or provisional admissions permitted under any circumstances.
- Possess a Juris Doctor degree from an accredited law school, and provide official transcripts as part of the credential review.
- Have at least 2 years of experience in insurance coverage and/or insurance defense litigation in either state or federal court, with verifiable casework demonstrating substantive responsibility.
- Show excellent communication and interpersonal skills, including the ability to write clearly, speak persuasively, and listen actively with clients and colleagues.
- Exhibit a collaborative approach to working with partners, associates, paralegals, and law clerks, contributing to team goals without requiring constant supervision.
- Maintain a diligent, proactive attitude and a genuine interest in continuous learning, particularly regarding evolving insurance products and regulatory landscapes.
- Demonstrate the ability to manage assignments independently, take ownership of work, and meet strict deadlines under pressure without sacrificing quality.
- Adhere to ethical rules and firm standards at all times, ensuring confidentiality, integrity, and professionalism in every interaction.
Practical notes
- Hybrid work arrangement in the Chicago office located in Willis Tower.
- No specified hours, travel requirements, visa sponsorship details, or application deadlines are provided in the source material.