Sentry Insurance
Sentry Insurance

Sentry Insurance

Our associates are the most important part of our company. We became one of the most financially strong mutual insurance companies in the U.S. by striving to provide the best possible service to our business customers. We do this by having conversations, forming relationships, and getting to know the people we work with and their businesses. We make that same commitment to our associates. When you join Sentry, we don’t just want you to perform tasks each day. We want you to enjoy your time with us. You’re in the driver’s seat of your career path here—sharing feedback, creating goals, accessing professional development resources, and identifying how you can contribute to both your success and

Open roles
26
live now
New today
0
last 24 hours
Worldwide remote
0
from anywhere
Departments
11
hiring across

Is Sentry Insurance hiring?

Yes — Sentry Insurance has 26 open jobs on JobsRadar right now, across 11 departments and 20 locations. 25 of them were opened in the last 30 days. 12 of them disclose pay, with a median of $89,436 a year and most offers between $84,416 and $107,301. The board was last refreshed on September 7, 2026 at 05:43 UTC.

25
roles opened in the last 30 days
New roles opened per month over the past year.
0 7
Sentry Insurance
Account Executive- Alabama Captive Territory
Sentry Insurance
⚡ Apply early Birmingham, AL Onsite $67,272–$103,272
● New 👁 Seen ✓ Applied 1d ago
Sentry Insurance
Claims Technician
Sentry Insurance
⚡ Apply early Nashville, TN Hybrid
● New 👁 Seen ✓ Applied 5d ago
Sentry Insurance
Workplace Technology Engineer (Hybrid Work Model)
Sentry Insurance
⚡ Apply early Stevens Point, WI Hybrid
● New 👁 Seen ✓ Applied 5d ago
Sentry Insurance
Restaurant Server at PJ's
Sentry Insurance
⚡ Apply early Stevens Point, WI Onsite
● New 👁 Seen ✓ Applied 5d ago
Sentry Insurance
Barista
Sentry Insurance
⚡ Apply early Stevens Point, WI Onsite
● New 👁 Seen ✓ Applied 6d ago
Sentry Insurance
Auto Claims Appraiser
Sentry Insurance
⚡ Apply early Nashville Office Hybrid
● New 👁 Seen ✓ Applied 6d ago
Sentry Insurance
Operations Technician Sr - Commercial Lines
Sentry Insurance
⚡ Apply early Stevens Point, WI Onsite $38,293–$57,491
● New 👁 Seen ✓ Applied 6d ago
Sentry Insurance
Cycle Dealership Sales Specialist
Sentry Insurance
⚡ Apply early Dallas, TX Onsite $68,100–$102,100
● New 👁 Seen ✓ Applied 1w ago
Sentry Insurance
Director of Casualty Claims - Commercial Lines
Sentry Insurance
⚡ Apply early Stevens Point, WI Onsite
● New 👁 Seen ✓ Applied 1w ago
Sentry Insurance
Account Executive-Pennsylvania Captive Territory
Sentry Insurance
⚡ Apply early Scranton, PA Onsite $88,237–$124,237
● New 👁 Seen ✓ Applied 1w ago
Sentry Insurance
Account Executive-Indiana Captive Territory
Sentry Insurance
⚡ Apply early Evansville, IN Onsite $82,551–$118,551
● New 👁 Seen ✓ Applied 1w ago
Sentry Insurance
Account Executive-North Dakota and Minnesota Captive Territory
Sentry Insurance
⚡ Apply early Grand Forks, ND Onsite $62,442–$98,442
● New 👁 Seen ✓ Applied 1w ago
Sentry Insurance
Account Executive-Montana and Wyoming Captive Territory
Sentry Insurance
⚡ Apply early Montana Onsite $92,493–$128,493
● New 👁 Seen ✓ Applied 1w ago
Sentry Insurance
Underwriting Manager - Middle Market
Sentry Insurance
⚡ Apply early Madison, WI Hybrid
● New 👁 Seen ✓ Applied 1w ago
Sentry Insurance
Account Executive-Missouri Captive Territory
Sentry Insurance
⚡ Apply early Springfield, MO Onsite $228,869–$264,869
● New 👁 Seen ✓ Applied 1w ago
Sentry Insurance
Account Executive-Ohio and West Virginia Captive Territory
Sentry Insurance
⚡ Apply early Columbus, OH Onsite $64,362–$100,362
● New 👁 Seen ✓ Applied 1w ago
Sentry Insurance
Senior Software Engineer (Hybrid Work Model)
Sentry Insurance
⚡ Apply early Stevens Point, WI Hybrid
● New 👁 Seen ✓ Applied 1w ago
Sentry Insurance
Line/Grill Cook I at PJ's
Sentry Insurance
⚡ Apply early Stevens Point, WI Onsite
● New 👁 Seen ✓ Applied 1w ago
Sentry Insurance
Documents Processing Technician Sr
Sentry Insurance
⚡ Apply early Stevens Point, WI Onsite
● New 👁 Seen ✓ Applied 1w ago
Sentry Insurance
Operations Technician Senior - Commercial Lines Transportation & Regional
Sentry Insurance
⚡ Apply early Stevens Point, WI Onsite
● New 👁 Seen ✓ Applied 1w ago
Sentry Insurance
Risk Control Consultant-Michigan
Sentry Insurance
⚡ Apply early Detroit, MI Onsite $68,100–$102,100
● New 👁 Seen ✓ Applied 2w ago
Sentry Insurance
Industrial Hygienist
Sentry Insurance
⚡ Apply early Minneapolis, MN Onsite $74,900–$112,300
● New 👁 Seen ✓ Applied 2w ago
Sentry Insurance
Advanced Analytics Modeler (Hybrid Work Model)
Sentry Insurance
⚡ Apply early Stevens Point, WI Hybrid
● New 👁 Seen ✓ Applied 2w ago
Sentry Insurance
Retirement Plan Analyst
Sentry Insurance
⚡ Apply early Stevens Point, WI Hybrid
● New 👁 Seen ✓ Applied 2w ago
Sentry Insurance
Front Desk Attendant
Sentry Insurance
⚡ Apply early Stevens Point, WI Onsite
● New 👁 Seen ✓ Applied 4w ago

Frequently asked questions

Is Sentry Insurance hiring?
Yes. Sentry Insurance has 26 open jobs on JobsRadar as of September 7, 2026. 25 of them were opened in the last 30 days.
What roles is Sentry Insurance hiring for?
Sentry Insurance is hiring for roles in Sales, Hospitality and Recreation, Claims and Information Technology.
What does Sentry Insurance pay?
Across the 12 Sentry Insurance jobs that disclose pay, the median is $89,436 a year, and most offers fall between $84,416 and $107,301.
How current are these listings?
Every listing comes straight from the employer’s own careers system and is re-checked three times a day. This page was last updated on September 7, 2026 at 05:43 UTC.

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