Sentry - Insurance

Auto Claims Appraiser needed in Stevens Point or Nashville. Assess vehicle damage, prepare estimates, and negotiate fair settlements using CCCOne. Hybrid schedule with work-from-home Mondays and Fridays. Benefits include 401K match, tuition reimbursement, and generous PTO.

Account Executive role in Montgomery, AL, offering high earning potential with base salary, commissions, and incentives. Sell specialized commercial insurance, 401K, and life products to niche markets. Requires a Bachelor’s degree, P&C/Life licenses, and remote work discipline. Benefits include a...

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...

Bilingual (English/Spanish) Agency Sales Manager needed in greater Miami, FL to drive non-standard auto and powersports insurance growth. You will select agency partners, develop sales strategies, and build profitable relationships. This role requires 0-5+ years of insurance sales experience, str...

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.