Sentry Insurance

$1.1B revenue • 5,000 employees • 1800 Deming Way, Middleton, WI, 53562, United States

Last Updated Aug 22, 2026

Company Overview

Company Name

Sentry Insurance

Address

1800 Deming Way, Middleton, WI, 53562, United States

Website

sentry.com

Approx. Annual Revenue

$1100.0M

Employees

5,000

Established

1995

Google Reviews

2.4 (25 reviews)

Locations

19

About Sentry Insurance

Sentry is a business insurance provider based in Middleton, Wisconsin. The company offers customizable insurance solutions, including business insurance, employee 401(k) plans, and business life insurance. Sentry has an A+ rating from A.M. Best and aims to understand its clients' unique needs to provide tailored coverage and support.

Business Profile

Read from the Sentry Insurance website on Oct 13, 2026. Hover an item to see the exact wording it came from.

About the website

Website quality (AI-assessed)
8/10 · Current news and ratings; Clear navigation and contact options
Footer copyright year
2026

Sentry Insurance locations

19 Google Business Profile listings.

LocationGoogle categoryReviewsStatus
1800 Deming Way, Middleton, WIprimary— 2.4 (25)Claimed
1200 N Mayfair Rd Ste 420, Wauwatosa, WI——Claimed
3480 Chadwick Ln, Lake in the Hills, ILInsurance agency—Claimed
1505 Waterford Dr, Green Bay, WI——Claimed
19100 Von Karman Ave Suite 1000, Irvine, CA———
8101 Polo Club Dr # A, Merrillville, IN——Claimed
23 Elizabeth Cir, Freeport, IL——Claimed
220 Salina Meadows Pkwy #255, Syracuse, NY——Claimed
1800 North Point Dr, Stevens Point, WI— 3.6 (171)Claimed
1107 Parkway Dr, Goldsboro, NC— 2.3 (24)Claimed
1421 Strongs Ave, Stevens Point, WI— 3.9 (14)Claimed
1501 North Point Dr, Stevens Point, WI— 3.5 (11)Claimed
6301 Ivy Ln, Greenbelt, MDInsurance agency 2.5 (8)Claimed
2 Technology Park Dr, Westford, MAInsurance agency 2.6 (5)Claimed
7480 Halcyon Pointe Dr Ste 200, Montgomery, AL— 2.0 (4)Claimed
117 W Riddle St, Jeffersonville, IN— 3.0 (3)Claimed
2081 Leeward Ln, Hanover Park, IL— 5.0 (2)Claimed
100 Northfield Dr Ste 300, Windsor, CTInsurance company 1.0 (2)Claimed
Everett Building, 11525 N Community House Rd #500, Charlotte, NC— 1.0 (1)Claimed

Insurance Agency Companies near Middleton, WI

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Frequently Asked Questions about Sentry Insurance

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Key Decision Makers

Paula Spindler Director - Brand Marketing
LinkedIn
Stephanie Smith Vice President, Chief Marketing and Brand Officer; Chief Golf Partnership Officer
LinkedIn
Sarah Bonanni Marketing Manager
LinkedIn
Brandon Smith Manager
LinkedIn