Sentry - Insurance

Join Sentry as an Account Specialist in Stevens Point, WI or Davenport, IA. Build strong client relationships, service commercial accounts, and identify growth opportunities in a hybrid role (Mon/Fri remote). Requires an Associate degree, 2+ years experience, and a Property & Casualty License (ob...

Join Sentry as an Account Executive in the Wisconsin Captive Territory, selling specialized commercial insurance, 401K, and life products to niche markets. This remote role offers high earning potential with base salary, commissions, and incentives, plus a company car and gas card. You’ll build c...

Join Sentry as a Direct Writer-Program Specialist in Stevens Point, WI. Administer specialty insurance programs, service insureds, and coordinate monthly updates with John Deere. Requires a Bachelor’s degree, 2+ years experience, and a P&C license. Enjoy a hybrid work model with home office equip...

Join Sentry as an Account Executive in Stockton, CA, and drive sales in a captive territory. We seek a self-disciplined professional with a Bachelor's degree and P&C/Life licenses to sell commercial insurance, 401K, and life products. Enjoy high earning potential with base salary, commissions, in...

Join our Rapid Resolution team as an Entry Level Claims Representative in Madison, WI. Investigate claims, assess liability, and deliver fair resolutions for policyholders. Requires a Bachelor’s degree or equivalent; insurance or customer service experience preferred. Enjoy a hybrid work model (M...

State Product Manager-Nonstandard Auto role at Sentry Insurance in Stevens Point, WI. Drive profit, premium, and market share by designing and revising Personal Lines Nonstandard Auto products. Requires a Bachelor’s degree, 2+ years of Personal Lines experience, and strong leadership skills. Bene...

Launch your insurance career as a Claims Representative in Goldsboro. Lead investigations, assess liability, and deliver fair resolutions. This hybrid role offers training, a 401(k) match, and equipment for your home office. A bachelor's degree or relevant experience is preferred.

Gain hands-on claims experience in Stevens Point through this co-op role. Develop investigation and evaluation skills with a mentor's guidance while working part-time during school. Access professional licensing courses and enjoy onsite amenities like a fitness center. This opportunity is ideal f...

Join Sentry as a Commercial Lines Account Specialist in Stevens Point. Build key relationships and service accounts using your P&C license and insurance expertise. Enjoy a hybrid model, 401(k) match, and career development support at this established insurer.

Join Sentry as a Senior Actuarial Analyst, supporting pricing and analysis for our Small Commercial insurance portfolio. This hybrid role in Stevens Point or Madison requires strong analytical skills and 2-5 years of actuarial experience. You will compile data, assist with rate filings, and direc...

Join Sentry Insurance as an Account Executive in Scranton. Sell specialized commercial insurance, 401K, and life products to a niche market. Enjoy high earning potential with salary, commission, incentives, and a company car. This remote-friendly role requires a P&C license, strong sales skills, ...