Sentry

• 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

Investigate and settle total loss claims while negotiating outcomes, conducting valuations, and documenting processes. Ensure compliance with state regulations and manage claim-related expenses for a seamless customer experience.

Title: Account Specialist - Commercial Lines Location: Edwardsville United States Full time Job Description: As an Account Specialist with Sentry, you'll serve as a relationship builder to customers and internal partners to develop positive relationships with assigned accounts or regions. This position will report to the Sentry Edwardsville, IL office and will work in the hybrid model. What You'll Do: - Serve as primary point of contact and resource for designated producer(s), customers, and/or agents within the territory. Act as a relationship builder by using a combination of soft skills to connect with internal teams, customers and agents to form positive relationships - Partners with producers to service existing book and identify opportunities for partner placement agency (Parker Stevens Agency or Hortica Brokerage) - Makes detailed decisions, and understands business risks and consequences of them - Serve as primary point of contact and owner of all service-related items, such as incoming customer calls, emails, and faxes regarding service needs, changes, questions, and problems - Provide proactive service needs to ensure completion, including quotes, renewals, policy changes, urgent recommendations, billing, and audits - Creates new and renewal applications to these smaller businesses - Act as a relationship builder and liaison between sales producer, underwriting, other internal departments, and/or customers or agents in gathering of underwriting requirements and customer documents/signatures What it Takes: - Associate degree or equivalent work experience - 2+ years of related work experience - Property & Casualty License required; if not currently licensed, must obtain within 120 days of hire - Prior Commercial Lines insurance experience desired with knowledge of Commercial Lines products and/or underwriting guidelines - Ability to interpret and apply internal practices, commercial insurance concepts and underwriting guidelines - Ability to work independently and able to manage individual time among competing priorities - Ability to travel on a limited basis to attend team meetings and/or to meet prospects or current customers - Strong PC skills and ability to quickly learn a variety of software applications - Composure, strong customer service skills and ability to build and maintain relationships is key - Ability to balance multiple priorities in a fast-paced work environment and work independently with little direction What You'll Receive: At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you'll receive. Sentry is happy to offer flexibility through a scheduled Hybrid work model. Monday and Friday work from home if you choose to, Tuesday through Thursday you'll work in office As a Sentry associate, you will have an in-office workspace and materials for your home office. In addition to the laptop, you will receive prior to your start, Sentry will provide equipment for your home office Meal Subsidy available for associates who report to an office 401(K) plan with a dollar-for-dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future Continue your education and career development through Sentry University (SentryU) and utilize our Tuition Reimbursement program Generous Paid-Time Off plan for you to enjoy time out of the office as well as Volunteer-Time off Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits to encourage a healthy lifestyle Well-being and Employee Assistance programs Sentry Foundation gift matching program to encourage charitable giving About Sentry We take great pride in making Forbes' list of America's Best Midsize Employers. A lot of different factors go into that honor, many of which contribute to your job satisfaction. Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we're one of the largest and financially strongest mutual insurance companies in the United States. We're rated A+ by A.M. Best, the industry's leading rating authority. Our headquarters is in Stevens Point, Wisconsin, with offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth. Get ready to own your future at Sentry. Opportunities await! Equal Employment Opportunity Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation. Equal Employment Opportunity Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.

Title: CS&O Part-Time College Program Location: Stevens Point United States time type Part time hybrid job requisition id JR-141269 Job Description: Serve as a first contact for handling claims primarily by phone, meeting call KPIs, collaborating in team huddles, learning about Sentry business units, and job shadowing. Sentry is seeking motivated college students for our Part-Time College Student Program within their Customer Service & Operations (CS&O) organization. This program is designed to provide students with the opportunity to gain valuable professional experience and exposure to the insurance industry as a possible long-term career path. The program encourages a learning mindset through training opportunities, business unit overviews, job shadowing, and networking aligned to students' career interests. As a Customer Service Representative within our contact center, you will play a critical part in providing services to insureds, claimants, and others relating to the "First Notice of Loss" reports. As Sentry's promise to be there for our customers during their time of need, you'll provide technical support for the processing of claims. What You'll Do As a member of Sentry's Claims Contact Center you will be the initial contact for our customer when an incident occurs. In addition, you will: - Work with a team to successfully meet department phone Key Performance Indicators - Process claims for policyholders, claimants and others over the phone - Assist with processing claims that are received over the internet/mail - Participate in weekly team huddles and associate engagement activities - Attend informational overviews of various business units within the Sentry organization - Gain the opportunity to job shadow / network based on career interest What it Takes To be eligible for this opportunity you must meet the following criteria: - Must be enrolled full-time at UW-Stevens Point or Mid-State Technical College - Must have 2-4 semesters left before graduation upon start date - Available for 15-19 hours per week during the semester with the potential of up to 40 hours during summer or school breaks - Display leadership potential - Demonstrated learning mindset - actively seeks feedback, embraces new challenges, and shows a willingness to develop new skills, and gain industry knowledge. - Ability to work in a team atmosphere - Strong punctuality and dependability - Solid verbal and written communication skills - Spanish-speaking bilingual skills a plus- with additional compensation What You'll Receive At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you'll receive. - Sentry is happy to offer flexibility through a scheduled Hybrid work model. Monday and Friday work from home if you choose to, Tuesday through Thursday you'll work in office. - As a Sentry associate, you will have an in-office workspace and materials for your home office. In addition to the laptop, you will receive prior to your start, Sentry will provide equipment for your home office. - Meal Subsidy available for associates who report to an office. - 401(K) plan with a dollar-for-dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future. About Sentry We take great pride in making Forbes' list of America's Best Midsize Employers. A lot of different factors go into that honor, many of which contribute to your job satisfaction. Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we're one of the largest and financially strongest mutual insurance companies in the United States. We're rated A+ by A.M. Best, the industry's leading rating authority. Our headquarters is in Stevens Point, Wisconsin, with offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth. Get ready to own your future at Sentry. Opportunities await! Sentry does not offer employment in this position to holders of F-1, J-1, and H-1 Visas for the purpose of obtaining practical experience. Who You'll Want to Contact Associate Talent Acquisition Specialist Equal Employment Opportunity Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.

• Solicit accounts through select agents and brokers • Evaluate, underwrite, and price prospective accounts to select independent agents • Serve as the primary contact with assigned agents and brokers • Provide comprehensive sales expertise to increase production through agency channels • Work with assigned agents and brokers on the coordinating of resolutions • Analyze quality and quantity of risks underwritten and manage a book of business within their current authority levels. • Initiate and implement market development programs designed to support and enhance market segmentation, penetration, sales and profitability. • Evaluates prospective accounts and independent agencies to determine their acceptability and works closely with management, Underwriting, Loss Control and Claims in determination of acceptability of the risk and the services needed. • Serve as primary contact with assigned accounts and agencies. • Provide service to and work in conjunction with the functional units of Loss Control, Claims and Operations to provide that service. • Develop and maintain relationship/services, procedures and contacts for assigned business products accounts and agencies. • Provide comprehensive sales expertise to independent agencies to increase production. • Develop rapport with agents to develop acceptable and profitable business. • Assist in development of premium goals by agency and monitor agency results. • Promote Sentry products and services to existing and potential customers. • Travel and have a valid driver’s license with the ability to maintain an acceptable motor vehicle record. Mileage reimbursement for all work-related local travel using your personal vehicle.

Title: Data Analyst II - Small Commercial Insurance Location: Stevens Point United States Job Description: Sentry is seeking a motivated Data Analyst to help power data driven decision making across product, pricing, marketing, underwriting, and operations. This role is designed for individuals who are eager to learn, curious about data, and excited to apply foundational analytical skills in a real‑world insurance environment. You will work with analysts, business partners, and technology teams to support reporting, analysis, and insight generation for our growing Small Commercial portfolio. This position can be filled as a Data Analyst or a Data Analyst II based on the qualifications and experience of the selected candidate. For this position, Sentry does not offer employment to holders of F-1, J-1, and H-1 Visas. What You'll Do As a Data Analyst, you will: - Assist in the design, development, and maintenance of data and business intelligence solutions, with guidance from senior analysts and leadership. - Support data collection, cleaning, validation, and analysis across multiple data sources related to Small Commercial insurance. - Participate in conversations with business partners to learn business processes and understand reporting needs. - Conduct basic data investigations and exploratory analyses to support underwriting, pricing, distribution, and operational insights. - Develop familiarity with core data assets used within Small Commercial insurance. - Identify and appropriately report data quality issues, escalating with support as needed. - Create clear, accurate reports and visualizations to communicate insights to internal stakeholders. What it Takes - Bachelor's degree (or equivalent work experience) in Data Analytics, Computer Science, Statistics, Mathematics, Economics, or a related field. - Minimum of 2 years of related work experience preferred. - Familiarity with data systems, databases, or reporting tools. - Ability to work with guidance to analyze data, draw conclusions, and support recommendations. - Strong attention to detail and commitment to data accuracy. - Strong written and verbal communication skills. - Organizational skills to coordinate and manage data from multiple sources. - Curiosity, adaptability, and eagerness to learn new tools, technologies, and insurance concepts. - Ability to work effectively in a collaborative, evolving environment. - Exposure to or interest in data analytics, AI‑enabled tools, automation, or analytical techniques. What You'll Receive At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you'll receive. - Sentry is happy to offer flexibility through a scheduled Hybrid work model. Monday and Friday work from home if you choose to, Tuesday through Thursday you'll work in office. - As a Sentry associate, you will have an in-office workspace and materials for your home office. In addition to the laptop, you will receive prior to your start, Sentry will provide equipment for your home office. - Meal Subsidy available for associates who report to an office. - 401(K) plan with a dollar for dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future. - Continue your education and career development through Sentry University (SentryU) and utilize our Tuition Reimbursement program. - Generous Paid-Time Off plan for you to enjoy time out of the office as well as Volunteer-Time off. - Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits to encourage a healthy lifestyle. - Well-being and Employee Assistance programs. - Sentry Foundation gift matching program to encourage charitable giving. About Sentry We take great pride in making Forbes' list of America's Best Midsize Employers. A lot of different factors go into that honor, many of which contribute to your job satisfaction. Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we're one of the largest and financially strongest mutual insurance companies in the United States. We're rated A+ by A.M. Best, the industry's leading rating authority. Our headquarters is in Stevens Point, Wisconsin, with offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth. Equal Employment Opportunity Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.

Title: Middle Market Underwriter Location: Cincinnati United States Job Description: Our Underwriters within Sentry's Regional unit work closely with independent agents to underwrite, price and program individual policies/accounts. At Sentry, our business is built around people. And we pride ourselves on the promise to deliver efficient and effective services. We are currently seeking a result driven individual to fulfill a critical part in underwriting of policies. As one of our premier Underwriters, you'll be part of a team that stimulates production through independent agencies and then reviews insurance applications and evaluates their potential risk to Sentry. Based on the qualifications and experience of the selected candidate, this position can be filled as an Underwriter Senior, Underwriter Specialist, or Underwriter Specialist Senior. What You'll Do As a Middle Market Underwriter, you will: - Underwrite middle market multi-line accounts with premiums generally in the 50K to 500K range. - Be able to thrive in a team environment. Provide feedback to agency teams and underwriting management regarding trends and issues within your assigned territory and provide suggested solutions. - Work with other business functions to ensure service and quality objectives are met - Demonstrate an understanding of the insurance marketplace and emerging industry issues - Complete assigned project work requiring a high level of technical knowledge - Perform other job-related duties including training, presenting, attending sales meetings, traveling to agents, participating in audits, and covering desks for other Underwriters What it Takes - Bachelor's Degree or equivalent work experience - 2-7+ years of work experience underwriting accounts in the following Industries: Construction, Manufacturing, Wholesale, Retail, and Services. - Previous Commercial Multi-Line Property Casualty insurance underwriting experience - Completed insurance courses such as IIA and/or CPCU preferred - Demonstrated knowledge of commercial multi-line product line insurance concepts and terminology - Excellent analytical, human relations and communication skills - Ability to meet limited travel requirements What You'll Receive At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you'll receive. - Sentry is happy to offer flexibility through a scheduled Hybrid work model. Monday and Friday work from home if you choose to, Tuesday through Thursday in office. - Generous Paid-Time Off plan for you to enjoy time out of the office. - 401(K) plan with a dollar for dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future. - Group Medical, Dental, Vision and Life insurance to encourage a healthy lifestyle. - Extensive Work-Life Resources to lend a helping hand. - Sentry Foundation gift matching program to encourage charitable giving. - Continue your education and career development through Sentry University (SentryU). About Sentry We take great pride in making Forbes' list of America's Best Midsize Employers since 2017. A lot of different factors go into that honor, many of which contribute to your job satisfaction. Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we're one of the largest and financially strongest mutual insurance companies in the United States. We're rated A+ by A.M. Best, the industry's leading rating authority. Our headquarters is in Stevens Point, Wisconsin, with offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth. Get ready to own your future at Sentry. Opportunities await! Joe Larsen Joe.Larsen@Sentry.com Equal Employment Opportunity Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.

We are currently staffing a Premium Auditor in our Commercial Lines business unit. This is a remote position, completing audits for work comp., general liability and commercial auto. As a Premium Auditor you will: •Perform virtual audits, using advanced knowledge and skill with minimal supervision. This will be for middle market and national accounts workers compensation, general liability, and commercial auto policies •Conducts detailed review of financial records, business operations, job functions, and payroll data to assess policyholder exposure and ensure proper classifications are applied according to state and bureau rules and regulations •Analyzes insurance policies to interpret and understand coverage limits, endorsements, and exclusions relevant to workers compensation, general liability and commercial auto •Collaborates with underwriters, agents, insureds, brokers and other internal/external groups to provide technical guidance on premium audit processes, address questions and explain audit results and calculations •Resolves audit disputes and discrepancies and assists in reviewing and clearing test audits and other bureau inquiries, especially those of high complexity •Priorities tasks, manages multiple audits simultaneously, and maintains high-quality standards What it Takes •Bachelors Degree required, preferably in Accounting, Finance or other Business related discipline •Minimum of 5 years of related work experience in the premium auditing field •License in Premium Auditing preferred •Completion, or actively pursuing designations of insurance courses such as CPCU or APA preferred •Excellent verbal, written and interpersonal communication skills along with analytical skills What You'll Receive At Sentry, your total rewards go beyond competitive compensation. Below are some benefits and perks that you’ll receive: •As a remote Sentry associate, you will receive materials for your home office. In addition to the laptop, you will receive prior to your start, Sentry will provide equipment for your home office •401(K) plan with a dollar-for-dollar match on your first eight percent, plus immediate vesting to help strengthen your financial future •Continue your education and career development through Sentry University (SentryU) and utilize our Tuition Reimbursement program •Generous Paid-Time Off plan for you to enjoy time out of the office as well as Volunteer-Time off •Group Medical, Dental, Vision, Life insurance, Parental leave, and our Health and Wellness benefits to encourage a healthy lifestyle •Well-being and Employee Assistance programs •Sentry Foundation gift matching program to encourage charitable giving. About Sentry We take great pride in making Forbes’ list of America’s Best Midsize Employers. A lot of different factors go into that honor, many of which contribute to your job satisfaction. Our bright future is built on a long track record of success. We got our start in 1904 and have been helping businesses succeed and protect their futures ever since. Because of the trust placed in us, we’re one of the largest and financially strongest mutual insurance companies in the United States. We’re rated A+ by A.M. Best, the industry's leading rating authority. Our headquarters is in Stevens Point, Wisconsin, with offices located throughout the United States. From sales to claims, and information technology to marketing, we enjoy a rewarding and challenging work environment with opportunities for ongoing professional development and growth. Get ready to own your future at Sentry. Opportunities await! Equal Employment Opportunity Sentry is an Equal Opportunity Employer. It is our policy that there be no discrimination in employment based on race, color, national origin, religion, sex, disability, age, marital status, or sexual orientation.