At Sentry, we work to understand your business. We offer customizable business insurance, employee 401 (k) plans, business life insurance, and the security of an A+ rating from A.M. Best.

If your employer offers a Sentry retirement plan, this is where you can access your account, enroll in your employer’s plan, and find educational information.

Our customers—and their future—are at the heart of everything we do at Sentry. Watch the video below to hear Heidi Okray, part of the third generation running Spectra Print, share why Sentry …

Use the quick links below to perform important tasks without logging in to your Sentry customer account. To access our full range of policy management tools and other resources, just log in …

As a Sentry customer, you can perform a range of tasks without logging in to your online account. Find the tools and resources you need. For customers

Access your Sentry account 24/7/365. Our customer portals make it easy to manage your account and access the risk management tools you want.

Based in Stevens Point, Wisconsin, we offer commercial insurance through Sentry, personal insurance through Dairyland, and hospitality at our golf and event facility, SentryWorld.

Access Sentry Insurance's online tools for managing policies, claims, and customer accounts securely and efficiently.

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Jan 9, 2026 · Explore career opportunities with Sentry Insurance for job seekers—from students to experienced insurance professionals—and the benefits and culture we offer.