Associate Attorney – Insurance Coverage

Tressler LLP; Chicago (IL); Hybrid; USD 70,000 - 100,000; Full time

Benefits offered by this job

Medical insurance

Vision insurance

401(k) with Company Match

Paid parental leave

Job summary

Tressler LLP is seeking an Associate Attorney for its Chicago office, requiring at least 2 years of insurance analysis and litigation experience. The role involves working collaboratively with experienced attorneys on coverage disputes and litigation for insurance company clients.

This hybrid position offers opportunities for mentorship, practical training in litigation strategy, and involvement in complex cases. Benefits include medical and vision insurance, a 401(k) plan with company match, and paid parental leave.

Qualifications

• At least 2 years of experience in insurance coverage and/or insurance defense litigation in either state or federal court.
• Exceptional communication and interpersonal skills.
• Prior experience in a billable-hour environment preferred.

Responsibilities

• Handle all phases of insurance coverage analysis and related civil litigation in state and federal court.
• Draft coverage opinions, reservation of rights letters, and other coverage-related communications.
• Provide strategic legal advice to insurance company clients and collaborate with claims professionals.

Skills

Excellent research skills

Writing skills

Verbal communication skills

Organizational skills

Advocacy skills

Education

Juris Doctor from an accredited law school

Job description

Role Description

We are seeking an Associate Attorney with at least 2 years of insurance analysis and coverage experience to join our Chicago, IL office. The ideal candidate will have a strong background in analyzing complex insurance policies and handling coverage-related disputes.

In this role, you will work with experienced coverage and litigation attorneys on matters involving insurance claims analysis, coverage disputes, and litigation for insurance company clients. The practice includes a wide range of industries and claims, including defective products, mass torts, environmental contamination, habitability, transportation, personal injury, professional liability, and intellectual property.

This position is hybrid in our Chicago office in Willis Tower.

What You’ll Do

• Handle all phases of insurance coverage analysis and related civil litigation in state and federal court.
• Draft coverage opinions, reservation of rights letters, and other coverage-related communications.
• Draft pleadings, motions, and discovery, and participating in depositions, mediations, and hearings.
• Provide strategic legal advice to insurance company clients and collaborate with claims professionals and adjusters.
• Monitor underlying litigation and evaluating exposure under applicable policies.
• Regularly interface with clients, opposing counsel, and attend court hearings and oral arguments, both remotely and in-person.

What We’re Looking For

We are looking for an attorney who is intellectually curious, detail-oriented, and interested in developing a strong insurance coverage and litigation practice. Successful candidates will also bring:

• Excellent research, writing, and verbal communication skills.
• A collaborative approach to working with partners, associates, paralegals, and law clerks.
• A diligent, proactive attitude and a genuine interest in learning.
• The ability to manage assignments independently, take ownership of work, and meet deadlines.

Qualifications

• Juris Doctor from an accredited law school
• At least 2 years of experience in insurance coverage and/or insurance defense litigation in either state or federal court.
• Excellent communication and interpersonal skills
• Exceptional writing, organizational, and advocacy skills
• Prior experience in billable-hour environment preferred

What Sets This Role Apart

This role offers the opportunity to build a sophisticated insurance coverage and litigation practice with the support of experienced attorneys who are invested in your development.

You will benefit from:

• Practical training in insurance coverage analysis, litigation strategy, drafting, client communication, and court appearances.
• Close mentorship from partners and senior attorneys who provide guidance, feedback and opportunities for professional growth.
• Early ownership of cases and substantive assignments with meaningful involvement in case strategy.
• Exposure to complex, high-stakes matters across a wide range of industries and claims.
• A collaborative team culture with accessible leadership and a clear path for long-term development and advancement.

Featured Benefits

• Medical insurance
• Vision insurance
• 401(k) with Company Match
• Paid parental leave