Jobs at Sentry (sentry.com)

Lead new business growth for powersports and motorcycle insurance by developing agent, dealership, and affinity-group relationships. Manage an assigned territory, execute distribution strategies, oversee sales and marketing effectiveness, collaborate on product development, monitor industry competitiveness, and support niche marketing initiatives. The role requires extensive travel, independent territory management, sales leadership, and strong insurance, consumer-products marketing, communication, and relationship-building skills.

Underwrites complex middle-market insurance accounts by evaluating risk, pricing policies, applying underwriting guidelines, coordinating with agencies and internal teams, and referring business beyond authority limits. The role also improves procedures, monitors insurance market developments, trains underwriters, and presents underwriting practices. Candidates need a bachelor's degree or equivalent experience, at least five years of related experience, insurance and reinsurance knowledge, strong analytical and communication skills, and preferably middle-market underwriting experience and industry coursework.