Sentry

Attorney

• Represent Sentry insureds and Sentry in defending claims and direct policy actions
• Ensure no conflict of interest exists between policyholders and Sentry
• Independently manage minimally to substantially complex caseloads from pleadings through trial
• Oversee all phases of litigation, including motion practice, depositions, expert discovery, and trial preparation
• Communicate and report to policyholders and claims associates on litigation progress, strategy, and matter evolution
• Assist claims associates with mediation, arbitration, settlement, friendly suit, or court-approved resolution

Senior Staff Attorney – Insurance Defense

Risk

• Conduct comprehensive safety and risk management assessments for insured customers and internal associates
• Provide underwriting teams with analytical opinions of risk to support profitable growth
• Develop relationships with agents and policyholders
• Conduct safety seminars and training
• Conduct onsite facility evaluations of building operations, maintenance, electrical systems, HVAC, machinery, and roof condition
• Assess facility protections such as fire suppression and alarm systems
• Complete detailed reports for Property, General Liability, Auto, Workers Compensation, and other covered lines
• Assist customers with developing and implementing safety policies, programs, and procedures
• Provide advanced risk management and consultative services to assigned clients
• Conduct job-site safety inspections and OSHA 10-hour seminars for construction accounts
• Maintain expertise in commercial property protection, general liability, product liability, fleet safety, and employee safety
• Develop, coordinate, and conduct safety/risk management seminars and training programs
• Develop and execute service proposals and plans for qualified accounts
• Manage a territory covering North Carolina and Virginia

Risk Control Consultant

Mechanical Engineer

• Manage and grow a team of engineers and designers, including hiring, leveling, and coaching
• Own the strategic roadmap for the team, including component priorities, tool adoption, and web-app refactoring
• Help maintain Sentry's UI quality and expression
• Keep design and code in sync across tokens, variables, component parity, and the Figma-to-production pipeline
• Build components and infrastructure for fast, accurate agentic front-end development and prototyping
• Drive adoption across product teams through documentation, lint rules, and contribution workflows
• Make design and implementation decisions at the intersection of design, engineering, and AI tooling

Manager, Design Engineering

Customer Support

• Provide quality customer service via phone, email, and chat in a contact center
• Resolve issues using standard procedures under close supervision
• Ensure a quality customer experience for insureds and customers
• Listen to and assess customer needs and take appropriate action
• Build positive relationships and customer confidence, loyalty, and retention
• Provide timely customer service meeting or exceeding service standards
• Receive high-volume telephone calls for the assigned line of business
• Locate, provide, or obtain information and documentation
• Provide instructions on how to proceed with a claim
• Answer, route, or transfer calls as appropriate
• Enter data to begin a claim
• Navigate multiple systems and technologies to provide and gather information
• Document actions taken and resolve service situations accurately
• Record and file information from calls and electronic requests
• Process loss information, documentation, payments, and policy changes

Customer Service Representative

Product Analyst

• Lead and manage a team of IT Product Analysts
• Improve and adhere to product management best practices
• Oversee product prioritization, requirement documentation, and change management
• Align product work with IT product strategy
• Navigate organizational boundaries and foster a culture of innovation
• Use organizational capabilities and technology knowledge to facilitate effective product changes aligned with customer needs
• Measure and evaluate product effectiveness against customer and business needs
• Facilitate adjustments to achieve desired outcomes
• Plan, execute, and deliver new product features within defined scope, budget, and timeline
• Collaborate with business partners and technical delivery teams

IT Product Analyst Manager

Compliance

• Support state insurance products for Sentry’s business product niches
• Communicate implementation and availability of new or enhanced products
• Participate in projects focused on key improvement initiatives
• Implement and communicate strategic market plans through internal partnerships
• Conduct market and competitive analyses to identify market opportunities
• Create, maintain, and file exhibits and requests with the State for product changes
• Analyze markets, data, and trends
• Communicate results to the team and management
• Announce product rate, rule, and form updates to impacted business areas

Product and Compliance Analyst

• Document and file products with state Departments of Insurance
• Help build systematic underwriting rules
• Develop working knowledge or expertise in company products, processes, and state filing rules
• Complete projects such as rule filings and rate changes
• Develop alternative approaches for process improvements
• Prepare and communicate product performance reports
• Conduct product, system, and competitor research
• Support introduction of new products and enhancements to existing products
• Support entry into new markets
• Collaborate on rate and rule revisions, underwriting changes, and system changes
• Coordinate product revisions and project elevations with other business units
• Implement underwriting rules within the system as directed by Product Management

Business Product Analyst – Personal Lines

Software Engineer

• Develop, test, and maintain software applications, systems, or platforms
• Apply creativity and innovation through the agile development process to drive new solutions
• Work in a full-stack, cloud-first development environment
• Complete assigned tasks on time while following established software development practices
• Participate in team discussions and communicate status and effort
• Engage in the design, development, and implementation of new and existing programs or solutions
• Own the quality of assigned tasks by preparing test scripts and conducting tests
• Participate in design reviews, code reviews, and scrum meetings
• Build understanding of relevant business domains and apply it to improve work products

Client Services Representative

• Support the client services management team and designated clients through varied tasks
• Gather information and facilitate general client interactions
• Use multiple systems to monitor and resolve service-related items
• Assist with timely completion of service items, annual non-discrimination testing, and other compliance-related items
• Work closely with 401(k) colleagues for continued education and development of 401(k) technical knowledge
• Monitor and maintain workflow tasks for assigned clients to meet deadlines
• Monitor incoming email and voice messages and correspond with clients regarding employer contributions, payroll, and plan information
• Collect, verify, and accurately update customer information in Sentry systems
• Develop and maintain knowledge of Sentry plan documents, contracts, systems, and compliance requirements
• Perform other job-related duties as assigned

Associate Client Service Specialist

Actuary

• Learn the basics of actuarial functions through exposure to a broad range of insurance products and actuarial methodologies
• Participate in project work throughout the internship
• Compile and categorize data
• Complete assignments related to monitoring rate adequacy
• Manage corporate insurance risks
• Perform basic statistical analysis
• Evaluate loss and expense reserves
• Become familiar with company operations, systems, and actuarial methodologies
• Work with a mentor and network with leadership through social events

Actuary Internship, P&C

Claims Specialist

• Investigate and resolve insurance claims with a focus on accuracy, efficiency, and fair resolution
• Independently manage caseloads and negotiate settlements
• Verify coverage by reviewing policies and interpreting policy terms, conditions, and language
• Evaluate liability using recorded statements, police reports, and other pertinent evidence
• Negotiate or deny liability based on investigation outcomes
• Evaluate physical damage and bodily injury claims using estimates, photos, appraisals, medical reports, medical bills, and other evidence
• Coordinate with medical providers, repair shops, and contractors to facilitate necessary services
• Set appropriate claim reserves based on ongoing liability evaluations
• Negotiate bodily injury settlements with policyholders, claimants, attorneys, and other insurance carriers
• Ensure claims are paid promptly within authorized limits
• Document decisions, communications, and activities throughout the claims process
• Provide empathetic customer service, explain the claims process, communicate updates and decisions, and explain decision rationale
• Ensure compliance with industry regulations, legal requirements, and internal policies

Claims Representative – Liability

Learning and Development

• Partner with subject matter experts and business stakeholders to conduct needs assessments
• Define performance-based learning objectives and align solutions with business priorities
• Create learner-centric experiences across e-learning, live facilitated learning, immersive simulations, blended programs, and performance support systems
• Apply User Experience design principles, learning technology, and authoring tools
• Design multimedia-rich learning materials including storyboards, scripts, visual designs, e-learning, videos, and assessments
• Incorporate graphic design principles and brand standards
• Apply project management principles and Agile methodologies to deliver projects on time and within budget
• Develop and implement evaluation strategies using data analytics to measure business impact
• Provide data-driven recommendations
• Stay current with performance-based learning, UX, and emerging technology trends
• Research new approaches and participate in peer reviews
• Seek and provide constructive feedback

Learning Experience Designer

Technician

• Provide critical support to the claims team on moderately to highly complex tasks
• Maintain accurate records
• Process claim payments and analyze bills, checks, and invoices for coding and payment
• Research and resolve uncashed checks
• Secure IRS Form W-9 documents
• Resolve title procurement issues and coordinate signatures with vehicle owners
• Work with lenders to secure title and payoff information, letters of guarantee, and title copies
• Compile, prepare, organize, review, and distribute electronic claims documents
• Respond to subpoenas, legal requests, and insurance department complaints
• Prepare and submit state forms and filings, including electronic workers compensation filings
• Schedule medical appointments for injured workers
• Assist with complex claim referrals and assemble documents for attorneys, independent medical examiners, and claims suppliers
• Maintain knowledge of jurisdictional requirements and best practices
• Collaborate with customers, vendors, attorneys, and internal claims associates
• Manage incoming and outgoing mail and monitor shared mailboxes for timely follow-up