Sentry

Engineering Manager

• Set technical direction across the team's full ML surface area
• Define how the team evaluates and monitors ML systems in production
• Stay hands-on enough to review code and model designs
• Define team roadmap and deliverables
• Partner with product managers, designers, and engineering leaders
• Foster career growth for the engineers on your team

Engineering Manager, Machine Learning

Account Executive

• Sell directly to niche market accounts to increase premium volume
• Retain profitable business by providing effective, quality service to policyholders
• Build and maintain quality relationships with businesses
• Work directly with Underwriting, Claims, Loss Control, Audit, Customer Service, and other key partners
• Call on and pursue all niche market opportunities assigned to your geographic territory
• Leverage current customers and relationships for new growth and sales opportunities

Account Executive – Captive Territory

Claims Specialist

• Gain knowledge to verify coverage, compensability, and reasonable payments by thoroughly reviewing the policy, reviewing accident details, and other pertinent information related to the claim
• Develop investigative claims skills by taking and reviewing recorded statements from involved parties and witnesses, reviewing police reports, and other pertinent evidence
• Build knowledge to evaluate claims exposure appropriately, establishing timely reserves
• Comply with industry regulations, legal requirements, and internal company policies through thorough documentation of all decisions, correspondence, and discussions that occur throughout the life cycle of the claim
• Support customers with empathy and understanding, assisting them through difficult situations and effectively communicating the claims process, ongoing claim status, and decisions, including the reasoning behind them

Claims Representative – Entry Level

Customer Support

• Ensure quality customer experience by minimizing friction points
• Listen and assess customer needs to take appropriate actions
• Build positive relationships and customer confidence
• Provide timely customer service meeting specified standards
• Handle a high volume of calls and assist insureds and customers
• Navigate systems to provide and gather information
• Document actions taken during customer interactions
• Research contact center issues and assist with solutions
• Report trends and feedback for continuous improvement

Customer Service Representative

General Counsel

• Represent the interest of the insured and Sentry in defending claims
• Communicate with policyholders and claims associates about litigation progress
• Handle a full caseload from minimal to highly complex matters
• Conduct pleadings, motion practice, and discovery
• Prepare for trial with minimal oversight

Senior Trial Attorney – Staff Counsel

Data Analyst

• Our Data Analysts gain a deep understanding of business areas, their processes, and their data needs.
• They then leverage this knowledge to gather, structure, and present data, including developing insightful visualizations, to address user requests.
• Efficiently source and integrate data from both internal and external systems.
• Develop an understanding of business processes and how they impact the flow of data within internal systems.
• Maintain knowledge of the predictive analytics and insurance industries to ensure the best output is provided.
• Work closely with team members to analyze reported results and determine if output meets expected outcomes.
• Assist with the maintenance and testing of data systems and investigate data quality problems.
• Collaborate with team members and IT to resolve data system issues.

Analytics Data Analyst – Hybrid Work Model

Product Analyst

• Leverage business and technical expertise to support implementing features that align to the IT product strategy.
• Define and build apps and websites focusing on providing an outstanding user experience for customers and agents.
• Apply business and technical expertise to analyze, design, and enhance core systems supporting the entire lifecycle of commercial insurance policies.
• Gather and document comprehensive business requirements and feature acceptance criteria.
• Lead discussions with customers to propose and implement features aligned with business goals.
• Demonstrate strong communication skills through clear written communication and engaging presentations.
• Identify and proactively address change management requirements in collaboration with business partners.

IT Product Analyst

Account Executive – California Captive Territory

Risk

• Design, develop and manage Service Plans for large, multi-location National Accounts and coordinate service activities (casualty services) with other National Account consultants/staff specialists.
• Plan and deliver Safety/Risk Management services to our National Account customers to include Safety Program Assessments/Gap Analysis, Leadership Training, Program Development, Loss Analysis & Benchmarking and assistance in Safety Culture Development.
• Develop, coordinate, and conduct safety training programs and seminars for insured and non-insured customers to educate management and elevate their understanding and awareness of safety, OSHA, loss potential and injury reduction techniques.
• Maintain proficient knowledge in all aspects of Safety Management Practices and demonstrate technical expertise in specialty area(s) such as Ergonomics, Behavior Based Safety, Accident Investigation Principles & Root Cause Analysis, Safety Culture Development, Metric Development, OSHA Compliance, Fleet Safety, and Product Liability.
• Provide supplemental Industrial Hygiene Services to include noise and air quality surveys (i.e. welding fumes, dust, organics, oil mist, IAQ, etc.) to support our Industrial Hygiene team and provide ongoing customer support on a National Account level.
• The National Account Risk Control Consultant Sr. enhances the client’s technical knowledge and expertise through professional seminars and topic research as advances occur.

Senior Risk Control Consultant – National Accounts

Project Manager

• Lead construction projects from preconstruction through completion, including planning, execution, and closeout
• Develop and maintain project schedules, budgets, and overall execution strategy
• Manage RFIs, submittals, change orders, and all project documentation
• Coordinate subcontractors, suppliers, and internal teams across multiple scopes of work
• Partner closely with Superintendents to ensure strong field execution and accountability
• Track project costs, forecast financials, and maintain budget control
• Lead project meetings and maintain clear communication with clients and stakeholders
• Identify risks early and solve problems proactively to keep projects on schedule
• Ensure clean, accurate, and timely project closeout

Construction Project Manager

• Documents and maintains customer information and forms necessary for policies and/or policy changes in various systems. Handles the most complex transactions by gathering all necessary data from various sources, updating applicable systems, reviewing output for accuracy and completeness, and ensuring appropriate resolution.
• Collaborates with underwriters and agents to prepare new or renewal files for underwriters within an assigned territory, producing risk/exposure reports and compiling information. Compiles underwriting electronic records and forms, sales quotes, and/or business contracts. May correspond with customers, sales producers, and/or independent agents to gather and verify information or deliver quotes.
• Serves as primary point of contact and resource for designated producers, customers, and/or agents within the territory. Responds to email and phone inquiries and requests from internal and external parties and effectively explains plan details and/or processing requirements.
• Responds to internal and external requests for action or information. Assesses the request for completeness and adds account information as warranted before resolving or routing to the appropriate team. Documents all activities in systems. Produce and deliver standard and custom reports as needed. Completes account cancellations as requested.
• Provides general administrative support, which may include, but is not limited to, participating in system upgrades, process improvement projects, and/or quality audits, and assisting with onboarding new associates on the team. May provide directions to other teams.

Underwriting Support Specialist – Commercial Lines

Full-stack Engineer

• design, develop, test, and maintain our Publishing platform
• help to shape the systems that power how we distribute content and information across Sentry and our customers
• collaborate actively with team members through design reviews, code reviews, architecture discussions, and scrum ceremonies
• design, develop, and implement new features and solutions for our Publishing platform, with a focus on scalability, maintainability, and user experience
• mentor peers through thoughtful code reviews and technical discussions, sharing your knowledge and design perspectives

Software Engineer – Hybrid Work Model

Product Manager

• Innovate: Through our agile development process, you’ll have the opportunity to apply your creativity and innovation to drive new solutions.
• Learn: Sentry provides several resources to help you further your career and continue your personal development, including Sentry University, LinkedIn Learning, and peer-led educational sessions and communities.
• Grow: Sentry provides many opportunities to grow in your career. Through meaningful, ongoing conversations around growth and development, we encourage all associates to take ownership in their career path.
• Contribute: In this role, you'll continually evaluate emerging needs, new technologies, and measure the success of solutions to refine and incorporate adjustments to the product vision and strategy.
• Formulate and articulate a clear IT product vision and strategy, ensuring alignment with the broader business strategy.
• Engage in extensive industry, customer, and competitor research, conducting thorough analyses and synthesizing insights to inform strategic direction and share broadly across the organization.
• Navigate organizational boundaries, foster a culture of innovation, and leverage a comprehensive understanding of the organization’s capabilities and technology to facilitate product discovery.
• Perform continuous evaluations to determine the evolving product's effectiveness in addressing customer needs and fulfilling business objectives, utilizing comprehensive metrics and evaluation techniques to monitor its long-term impact and success.
• Develop strong relationships and communicate effectively across all levels of the organization.
• Cultivate and nurture strong cross-departmental relationships, engaging and collaborating with stakeholders at every level of the organization to promote alignment, transparency, and advancement toward a shared vision.

IT Product Manager

Business Development Rep

• Direct and oversee external sales strategies for the motorcycle/powersports line of business
• Collaborate with business area leadership to develop and drive strategies that improve distribution opportunities
• Lead the development of new and alternative distribution opportunities that may utilize multiple channels and technologies
• Drive the team to cultivate, solicit, and manage new, existing, and strategic partners in the personal lines spaces in which we operate
• Create vision and strategy designed to expand distribution in effort to enhance growth opportunities for our products, while coordinating and communicating with other leaders within the organization
• Create a collaborative, performance-driven work environment by facilitating and fostering trust, transparency, and inclusion
• Provide leadership in the development of marketing campaigns designed to promote the brand and engage distribution partners across channels
• Administer human resource related activities. Select, develop, motivate, and recognize associates

National Powersports Business Development Executive

Client Services Representative

• Monitor and maintain workflow tasks for assigned clients to ensure requests and services are completed within the required deadlines
• Monitor incoming email and voice messages while corresponding with clients to provide accurate information regarding employer contributions, payroll, and plan information
• Collect, verify, and update required customer information accurately within Sentry systems
• Develop and maintain an understanding of Sentry’s plan documents, contracts, systems, and compliance requirements
• Perform other job-related duties as assigned