Sales Account Executive

At Sentry, we don’t just hire salespeople—we invest in high-performing professionals who are driven to succeed and ready to build meaningful relationships with businesses that need smart, tailored insurance solutions.

If you’re motivated by achievement and ready to grow a rewarding career, our Sales Account Executive role offers more than just a job—it offers a path with purpose.

As a Sales Account Executive, you’ll be the face of Sentry to businesses across North Dakota and Northwestern Minnesota. You’ll help customers navigate risk and safeguard their future by:

• Selling commercial insurance, 401(k), and life products to businesses in specialized industries

• Strengthening relationships with policyholders through reliable, proactive service

• Partnering closely with underwriters, claims professionals, and safety consultants

• Identifying and pursuing new business within your territory, including warm leads and referrals

• Becoming a trusted advisor—someone customers rely on for knowledge and support

This is a remote position, but you’ll need to reside in your territory to stay close to the businesses you serve.

We support our Sales Account Executives with everything you need to succeed:

• Competitive base salary plus commissions and monthly/annual incentives

• Recognition trips and performance awards

• Dollar-for-dollar 401(k) match up to 8%

• Full benefits package and business expense reimbursement

• Extensive training, tools, and ongoing development

• A respected line of commercial insurance products and retirement solutions

With more than 120 years serving businesses of all sizes, Sentry is part of one of the largest and most financially secure mutual insurance groups in the U.S., with $27.5 billion in assets, an $8 billion surplus, and an A+ (superior) rating from AM Best, the industry’s leading rating authority, for 34 consecutive years.*

Our commitment to our associates, agents, and customers sets us apart—and we’re proud to deliver commercial insurance with confidence, clarity, and care.

If you're a results-focused professional ready to drive sales and help businesses thrive, we want to talk to you. Learn more about this position—and submit your application.

Apply now.

We look forward to hearing from you.

*Assets and policyholder surplus are as of December 31, 2024, and represent the aggregate total for all members of the Sentry Insurance Group and are not reflective of any individual underwriting company. A+ (superior) AM Best Financial Strength Rating (FSR) current as of June 2025. For details about AM Best’s rating scale, see ambest.com/ratings/guide.pdf.