Jobs at Sentry (sentry.com)

Serves as the primary service contact for assigned commercial insurance accounts, customers, agents, and producers. Manages service requests, quotes, renewals, policy changes, billing, audits, applications, underwriting documentation, and customer communications. Builds relationships, identifies placement opportunities, coordinates with internal teams, and applies commercial insurance practices and underwriting guidelines while managing competing priorities.

Handles motorcycle insurance claims by verifying coverage, investigating accidents, assessing liability and claim exposure, setting reserves, documenting decisions, and communicating with customers. The role includes reviewing statements, police reports, policies, and other evidence; explaining claim status and decisions empathetically; complying with regulations; obtaining required state licenses; and completing training in a hybrid office environment.

Manage non-attorney-represented bodily injury auto claims by verifying coverage, investigating liability, reviewing evidence, setting reserves, negotiating settlements, resolving coverage and damage issues, documenting decisions, ensuring regulatory compliance, and providing empathetic customer service. The role requires maintaining state licensing, analyzing insurance policies and regulations, prioritizing caseloads, and making timely claim decisions.

Manage full-cycle recruiting from workforce planning and requisitions through candidate sourcing, screening, interviews, background checks, and offers. Partner with hiring managers to define requirements, develop candidate pools, attract active and passive talent, coordinate interviews, and maintain candidate engagement. Ensure compliance with employment practices while handling confidential information and meeting staffing goals.

Analyzes organic search performance and develops SEO/AEO reports, dashboards, and KPIs to identify trends, technical issues, root causes, and conversion opportunities. Monitors search visibility, traffic, rankings, engagement, and conversions using analytics platforms and SEO tools. Conducts SERP and competitive analysis, measures optimization impact, partners with Analytics, and presents data-driven recommendations to marketing and business stakeholders.

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.

Develop and optimize social media strategies, workflows, paid and organic campaigns, community engagement, UGC initiatives, automation, and KPI reporting. Research competitors and benchmarks, evaluate social media tools, improve platform experiences, and support audience targeting and lead management across B2B and B2C environments.

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 commercial insurance, 401(k), and life insurance products to niche-market businesses across the New York territory. Responsibilities include acquiring and retaining profitable accounts, building client relationships, pursuing territory opportunities, generating referrals, and collaborating with underwriting, claims, loss control, audit, and customer service teams. The role is home-office based with regular field travel and requires maintaining relevant insurance licenses and a valid driver’s license.

Investigate and resolve liability insurance claims by verifying coverage, evaluating liability and damages, reviewing evidence and medical documentation, setting reserves, negotiating settlements, and ensuring regulatory compliance. The role manages an independent caseload, documents claim decisions, communicates empathetically with customers and stakeholders, and maintains required state licensing.

Plan, launch, and optimize paid search and digital advertising campaigns across Google Ads, Microsoft Advertising, Display, YouTube, Retargeting, and Performance Max. Conduct keyword research, evaluate landing pages, test ad creative and audiences, monitor budgets and performance, maintain tracking infrastructure, build dashboards, analyze campaign data, and provide recommendations to improve acquisition, lead quality, conversion rates, and ROI.

Defend Sentry insureds and the company in insurance claims and direct policy actions. Independently manage litigation caseloads from pleadings through trial, including motion practice, depositions, expert discovery, trial preparation, mediation, arbitration, and settlement. Communicate case strategy and progress to policyholders and claims associates while handling complex matters with minimal supervision. The role is primarily remote and requires intermittent court travel throughout Southern California.

Supports corporate financial planning through staff planning, expense budgeting and tracking, variance analysis, forecasting, reporting, and financial modeling. Reviews financial statements for accuracy and compliance, advises business leaders, develops corrective actions, and provides recommendations for strategic initiatives. The role also leads finance-related projects, resolves complex issues, supports team members, and improves financial procedures and systems.

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.

Insurance claims intern gains hands-on experience reviewing policies, verifying coverage, investigating losses, gathering documentation, maintaining records, supporting negotiations and settlements, and guiding customers through the claims process. The role includes mentorship, leadership networking, hybrid work, and professional development opportunities.

This internship provides hands-on experience in insurance claims, including claims negotiations, settlement processes, customer guidance, policy and coverage review, loss investigation, documentation analysis, and maintaining detailed records. Interns receive mentorship, leadership networking opportunities, and exposure to a professional corporate environment. The role is hybrid in Nashville and includes housing, parking, technology, and potential meal support.

Leads revenue, profitability, underwriting strategy, premium growth, and operational excellence for a $100M+ Pacific commercial insurance region. Manages more than 20 professionals, develops underwriting standards, supports field underwriters, guides agency marketing execution, analyzes market and competitor trends, and collaborates with senior leadership on profitable regional growth.

Sell specialized commercial insurance, 401(k), and life insurance products to niche-market businesses across a Missouri territory. Responsibilities include acquiring new accounts, retaining profitable business, building client relationships, pursuing territory opportunities, and collaborating with underwriting, claims, loss control, audit, and customer service teams. The role is remote, territory-based, and requires obtaining and maintaining P&C and life insurance licenses, a valid driver’s license, and travel availability.

The Account Executive sells specialized insurance products, builds relationships with clients, and retains profitable business in assigned territories.

Manage a team of middle market commercial lines underwriters, oversee day-to-day operations, provide technical guidance, improve productivity and profitability, interpret underwriting guidelines for complex files, handle difficult inquiries, coordinate training, and collaborate with cross-functional teams to develop business relationships.