Regional Executive

In this leadership role you will own developing and implementing underwriting strategies across our commercial lines for the Pacific region. You’ll lead a dedicated regional team of 20+ professionals, fostering a collaborative environment focused on operational excellence and professional growth.

What you’ll do

• Create and execute regional strategies to optimize premium growth and profitability across applicable commercial lines of business. Strategies are regionally based and informed by a deep understanding of market dynamics, independent agencies and end customers, relationships and any other factors that influences paths to market in the niche.
• Maintain close contact with marketing functions and agencies to define target market segments, marketing requirements, key business strategies, and the competitive environment for this region.
• Maintain knowledge of current market trends, competitor’s products and strategies, rate levels, and product success and shortcomings in order to reach premium and growth objectives.
• Responsible for the creation and execution of premium plans in the region by ensuring independent agencies deliver and execute marketing strategies. Provides leadership and coaching to marketing representatives reinforcing the agency management process.
• Implement and maintain underwriting standards policies, procedures, practices, and processes for Regional products. Provides support and training to (field) underwriting staff within the region.
• Collaborate with senior leadership to create successful business strategies and tactics to profitably grow this region.

What it Takes

• 10+ years of underwriting experience specifically within standard commercial lines property and casualty insurance in the state of California
• Significant experience in commercial lines underwriting.
• Insurance and product management experience demonstrated technical insurance background in Commercial Lines Property and Casualty insurance.
• Knowledge of marketing techniques, trends, and concepts.
• Superior problem solving and analytical skills with proven ability to make data driven decisions.
• Strong interpersonal and communication skills.
• Successful management experience.
• Ability to meet travel requirements of the position.

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.

• Hybrid Flexibility: Enjoy the best of both worlds. With optional work from home on Mondays and Fridays and join your team in the office Tuesday through Thursday to collaborate and learn. We provide the technology and tools you need for both your office and home workspace from day one.
• Dining on Us: Depending on your location, we may provide a stipend that can be used at our on-site cafeteria or a meal allowance to keep you fueled.
• 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.

• Based on experience and qualifications, the pay range for this position is $223,680 - $335,520 annually.

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!

Hannah Krueger

[email protected]

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.