This position will work remotely from a home office and will require intermittent travel in California for case related matters, depositions, and court hearings.
What You’ll Do:
As a Senior Trial Attorney, you'll apply your legal skills and experience to represent the interests of Sentry insureds. In additional, 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. You’ll 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.
What it Takes:
- 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, and including 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
Here is what you can look forward to as part of our team:
At Sentry, your total rewards go beyond competitive compensation. We’re committed to supporting the whole you, which is why we offer a comprehensive package designed to help you thrive both professionally and personally.
- Continuous Learning: Unlock your potential through Sentry University and take advantage of our tuition reimbursement program
- Comprehensive Benefits: We support your whole self with 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: Enjoy your generous Paid Time Off allowance to rest and take advantage of paid Volunteer Time Off to support your community.
- Investing in Your Future: We’re committed to your long-term financial well-being. We offer a 100% company match on the first 8% you contribute to your 401(k) each pay period, and those funds vest immediately.
- Giving Back: Through the Sentry Foundation, we’re proud to support the United Way and make a difference in our communities.
- As a Senior Trial attorney, based on experience and qualifications, the pay range for this position on an annual basis is $159,200 - $238,800.
Why Join Sentry?
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.
Building on a Legacy
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, the industry’s leading authority, for over 30 years.
Your Career, Our Community
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!
Joe Larsen
Talent Acquisition Specialist Senior
Equal Employment Opportunity
Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.
Skills Required
- Juris Doctor degree
- 7 or more years of related legal work experience
- Experience as a licensed attorney in at least one state
- Insurance defense litigation experience
- Experience taking and defending depositions
- Experience with court appearances
- Experience handling dispositive motions
- Experience retaining expert witnesses
- First-chair or solo trial experience
- Valid California law license in good standing
- Ability to manage conflict and controversy professionally
- Ability to self-manage a full caseload with minimal oversight
What We Do
Your business. Your employees. Your peace of mind. At Sentry, we understand what matters most to you. Because we’ve been there ourselves. We got our start in 1904, when members of the Wisconsin Retail Hardware Association formed their own insurance company. Establishing the company gave members strength in numbers, but it was the true strength of personalized service and Midwestern roots that became hallmarks of the Sentry name. Today, we’ve grown to become a member of one of the largest and most financially secure insurance groups in the country by never forgetting where we came from. Perhaps that’s why many of our customers have been with us for decades. And we can be there for you. Our customers work in a wide range of industries, including transportation, manufacturing, metalworking, construction, auto dealerships, and more. From 401(k) plans and general liability to commercial property and workers’ compensation, we offer the insurance products that can help protect your business and your employees. Our Stevens Point headquarters is the flagship of our business, which is supported by field offices strategically located throughout the United States. With more than $22.9 billion in assets, a $7.5 billion* policyholder surplus, and an A+ (superior) rating from AM Best,** the industry’s leading rating authority, we continue providing peace of mind. One conversation at a time. To learn more about us, the industries we serve, and the products we offer, visit sentry.com. The content provided here is for informational purposes only: https://www.sentry.com/footer/legal-disclaimer. *Assets and policyholder surplus are as of December 31, 2022, and represent the aggregate total for all members of the Sentry Insurance Group and are not reflective of any individual underwriting company. **Sentry has an AM Best Financial Strength Rating (FSR) of A+ (superior), current as of June 2023. For details about AM Best’s rating scale, see ambest.com/ratings/guide.pdf.
