Product Specialist - Small Commercial

Sentry is seeking a motivated Product Specialist to help power data driven decision making across the Small Commercial business unit.

The focus is on Direct Sales Channel and Customer Acquisition support. This includes evaluation of marketing, competitor research, customer satisfaction and customer acquisition initiatives. 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 closely with experienced analysts, business partners, and technology teams to support reporting, analysis, and insight generation for our growing Small Commercial portfolio.

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 Small Commercial Product Specialist, you will:

• Conduct statistical analyses and research that leads to influencing business decisions as it relates to our direct-to-consumer business. This may include such areas as financial performance, advertising effectiveness, rate of return, market penetration, retention, closing ratios, claim trends, state profitability, competitor monitoring, and sales.

• Create and modify, as needed, standard reports as well as customized analysis in support of meeting business unit targets.

• Collaborate closely with in house sales center to develop and produce reports to maximize call center efficiency.

• Evaluate the impact of program and process changes in key metrics such as expense management, profit, production, retention and customer satisfaction.

• Develop tools and methods to monitor and evaluate financial impacts of acquisition activity.

• Prepare, forecast, and analyze trends in such areas as new business production, retention, loss ratios, general business conditions, and other related areas.

• Collect, create and disseminate data, perform analyses and prepare recommendations related to the external insurance operations environment, marketing trends, including industry developments, trends and emerging markets.

• Work with external lead vendors to maximize digital marketing efforts to ensure we are meeting our allowable cost per acquisition by product and brand.

• 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.

• 0-3 years of related work experience.

• 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.

Get ready to own your future at Sentry. Opportunities await!

Talent Acquisition Specialist

Thank you for your interest in Sentry!

Katelynne Rivera

[email protected]

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.