Jobs at Sentry (sentry.com)

Lead and grow a new Hawaii commercial lines book of business by developing market strategy, positioning products to increase premium and profitability, soliciting accounts via independent agents, evaluating and underwriting risks, monitoring results and loss ratios, and building and managing a small underwriting team to achieve regional goals.

Serve as the field-office HR representative supporting managers and associates in associate relations, investigations, terminations and exit interviews; execute full-cycle recruiting; coach managers on corrective action and communications; and deliver HR programs in performance, compensation, career and leadership development.

Investigate and resolve commercial liability insurance claims by managing caseloads, verifying coverage, evaluating liability and damages, negotiating settlements, establishing reserves, documenting compliance, coordinating with providers and subrogation, and maintaining required state licensing.

Review, validate, negotiate, and resolve Medicare, Medicaid, and secondary payer liens for bodily injury and workers' compensation claims. Serve as primary contact for lienholders, validate conditional payment notices against medical records, dispute inaccurate charges, collaborate with claim teams, ensure MSP compliance, and maintain audit-ready documentation and reporting.

Design, implement, and test a custom web application for the companys cloud data lake. Build scalable, resilient features, ensure data accuracy, integrity, and security, troubleshoot defects, participate in design/code reviews, mentor engineers, and join on-call rotations to support critical systems.

The Corporate and Transactional Paralegal reviews and negotiates legal agreements, manages trademark portfolios, assists with M&A due diligence, and ensures regulatory compliance.

The Middle Market Underwriting Specialist evaluates business acceptability, collaborates with partners, manages complex accounts, and improves underwriting procedures.

Perform onsite safety and risk management assessments for commercial accounts, produce detailed multi-line reports for underwriting, advise on property/fire/protection systems, deliver OSHA training and safety seminars, develop and implement client-specific safety programs, support large or multi-location accounts, and manage territory with significant travel.

Conduct onsite facility risk assessments across property, liability, auto, and workers comp; advise underwriting; develop safety programs, training, and seminars; perform OSHA/site inspections; produce detailed reports and service proposals; manage a Michigan territory with significant travel.

Build and maintain positive relationships with assigned customer accounts and internal partners. Serve as primary relationship contact for accounts or regions. Follow Sentry hybrid work model and work standard Monday–Friday hours.

Monitor brand mentions, sentiment, and conversations across social channels, forums, review sites, and search. Use social listening and reputation tools to detect risks, audit search results, suppress or address negative content, benchmark competitors, create dashboards and KPI reports, collaborate cross-functionally to escalate and resolve digital concerns, and refine social strategies to optimize reputation.

Provide litigation support to attorneys and paralegals: gather records and evidence, perform research, draft legal correspondence and discovery, manage case files and billing, handle court filings, and support ad hoc legal projects while maintaining confidentiality and records management.

Perform accounting, processing, and reconciliations for investments and separate accounts; prepare reports and financial statements; validate trading wires and pricing; support audits; collaborate on software enhancements and maintenance; communicate analyses to stakeholders.

The Account Executive sells commercial insurance products, builds and maintains client relationships, and collaborates with various departments to meet sales objectives.

Manage, launch, and optimize B2B e-commerce paid media campaigns across paid search, paid social, and programmatic channels. Monitor performance, run A/B tests, analyze metrics, manage budgets, and collaborate with marketing, sales, and e-commerce teams to drive ROI and campaign growth.

Manage dealership relationships and training to drive motorcycle insurance sales within a large territory. Conduct dealer training, handle complaints, prospect new leads, promote brand at events, provide product and claims expertise, develop lead sources, execute branding opportunities, and recommend product changes to meet sales and premium objectives.

Sell specialized commercial insurance, 401(k), and life products to niche market accounts in a defined territory. Prospect and retain profitable business, build relationships, coordinate with underwriting/claims/loss control/audit/customer service, meet sales objectives, maintain required licenses, and travel within the territory.

The Account Executive sells specialized commercial insurance and retirement products, builds relationships with clients, and provides ongoing service to retain business.

Sell specialized commercial insurance, 401(k) and life products across Montana and northern Wyoming. Build and retain profitable niche-market accounts, collaborate with underwriting and claims, leverage relationships for new business, and provide quality service while meeting sales objectives and compliance.

Sell specialized commercial insurance, 401(k), and life products to niche market accounts in a defined territory. Build and maintain client relationships, retain profitable business, pursue new sales opportunities, and coordinate with underwriting, claims, loss control, audit, and customer service. Work remotely from within the territory and meet travel and driving requirements.