[Hiring] Senior Staff Attorney @Sentry Insurance Agency

Role Description

Use your litigation experience to defend Sentry insureds against claims and represent Sentry in direct policy actions. This position will work remotely from a home office and will require intermittent travel in California for case related matters, depositions, and court hearings.

As a Senior Trial Attorney, you'll apply your legal skills and experience to represent the interests of Sentry insureds. In addition, you will:

• Represent the interest of the insured and Sentry in defending claims, ensuring that there is no conflict of interest between the policyholder and Sentry.
• Independently manage a caseload of minimally to substantially complex matters representing Sentry and our insureds from pleadings through trial.
• Oversee all phases of litigation—including motion practice, depositions, expert discovery, and trial prep—with minimal supervision.
• Communicate and report to policyholders and claims associates on the progress of litigation, strategy, and evolution of matters.
• Assist claims associates as requested in resolving matters through mediation, arbitration, settlement, friendly suit, or court approved resolution.

Qualifications

• Juris Doctor Degree
• 7+ years of related work experience, with experience as a licensed attorney in at least one state with some insurance defense litigation.
• Experience taking/defending depositions, court appearances, handling dispositive motions, retaining expert witnesses, and trial experience as first chair or solo trial counsel.
• Valid license to practice law, in good standing, in the state of California.
• Proven ability to deal with people where conflict and controversy exist.
• Ability to self-manage and operate as an attorney with a full caseload and minimal daily oversight.

Benefits

• Continuous Learning: Unlock your potential through Sentry University and take advantage of our tuition reimbursement program.
• Comprehensive Benefits: Group medical, dental, and vision insurance along with parental leave, pet insurance, caregiver leave, and wellness resources. Options for HSA, FSA, and Dependent Care FSA are available.
• Work-Life Balance: Generous Paid Time Off allowance and paid Volunteer Time Off to support your community.
• Investing in Your Future: 100% company match on the first 8% you contribute to your 401(k) each pay period, with immediate vesting.
• Giving Back: Support through the Sentry Foundation and the United Way to make a difference in our communities.

Company Description

At Sentry, we believe our people are the heart of our success. We’re proud to be recognized for the culture we’ve built, earning spots on Forbes’ lists for America’s Best Midsize Employers and Best Employers for New Grads, as well as Newsweek’s America’s Greatest Workplaces for Women and Diversity. These honors reflect our commitment to your professional satisfaction and growth.

Our future is bright, but it’s anchored in a long history of stability. Since our founding in 1904, we’ve dedicated ourselves to helping businesses protect their futures. That trust has made us one of the largest and most financially stable mutual insurance companies in the U.S. We’re proud to have maintained an A+ rating from A.M. Best for over 30 years.

Whether you’re working at our headquarters in Stevens Point, Wisconsin, or one of our many offices across the country, you’ll find a challenging and rewarding environment. Explore the Our Teams tab on our Career Page to see the diverse career paths we offer, with a focus on ongoing development and professional growth.

Ready to own your future? Join us at Sentry, opportunities await!