All Wisconsin Sentry stores are independently owned and operated and we are proud to serve the communities we call home. At Sentry, we strive to deliver a different, and more personal shopping …

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.

Sentry automatically detects and notifies you of critical performance issues so you can trace every slow transaction to a poor-performing API call or DB query.

Address 92nd & Lisbon Sentry 9210 W. Lisbon Avenue Milwaukee, WI 53222 Get Directions

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 is a trusted …

Access and manage your online insurance account anytime. You can make a payment, view claims, and access safety resources.

View claims, create reports, track alerts, and access safety resources anytime, all in one place. Our insurance website helps you ensure your business is protected. Reduce paper and save time while …

Nov 24, 2025 · Explore career opportunities with Sentry Insurance for job seekers—from students to experienced insurance professionals—and the benefits and culture we offer.

Sep 19, 2025 · Log in to your TTP account and complete the application. A non-refundable fee is required with each completed application. After accepting your completed application and fee, CBP …