Account Executive-Wisconsin Captive Territory

You’re not just in it to win it. You want to crush it every time. Because that’s what our sales professionals do. Not just anyone has what it takes to build strong and profitable relationships. If you’re a unique performer, Sentry offers a career opportunity that soars beyond commercial insurance sales.

We provide everything you need to carve out a sales career filled with success and purpose, including:

• High earning potential with base salary, commissions, monthly/annual incentives, plus recognition trips

• Outstanding benefits and a 401(k)-program matching dollar for dollar up to 8%

• Opportunities for professional development and growth

• Outstanding training and support

• An industry-leading line of products and services

Total currently estimated projected compensation range for this position is $139,676-$175,676, which is a combination of base pay, currently projected renewal commissions, and currently estimated new business commission opportunities. Commission opportunities – both renewal and new business -- are based on achievement of sales objectives and compliance with the terms of the applicable incentive plan.

The Wisconsin territory includes: Southeast Wisconsin to include the Milwaukee South Metro.  Residence within the sales territory is required.

What You’ll Do

• Sell directly to niche market accounts to increase premium volume

• Retain profitable business by providing effective, quality service to policyholders

• Build and maintain quality relationships with businesses

• Work directly with Underwriting, Claims, Loss Control, Audit, Customer Service, and other key partners

• Call on and pursue all niche market opportunities assigned to your geographic territory

• Leverage current customers and relationships for new growth and sales opportunities 

What it Takes

• Bachelor’s degree or equivalent work experience/related sales experience

• The ability to obtain and maintain the necessary P&C, and Life licenses required to sell the products Sentry offers

• Self-discipline and ability to thrive in a remote work environment

• Ability to multitask, prioritize, communicate effectively, and remain organized

• Strong analytical and math skills

• Acceptable Motor Vehicle Record with a valid driver’s license and ability to meet travel requirements

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.

• Home Office: Enjoy the best of both worlds. With a home office set up and time in the field, with regular travel in your company car in your defined territory. We provide the cutting edge proprietary technology and tools you need to be more efficient and effective in the field including a laptop and cell phone reimbursement.

• Continuous Learning: Unlock your potential through Sentry University, including comprehensive, ongoing training, including licensure 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.

• 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.

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!

Casey Van Der Geest

Talent Acquisition Specialist

Casey.VanDerGeest@sentry.com 

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.