Senior Actuarial Analyst - Small Commercial Insurance

Sentry is seeking a motivated Senior Actuarial Analyst to support pricing and actuarial analysis across our Small Commercial insurance portfolio.

Working under the guidance of actuarial leadership, this role will help develop the analytical foundation that supports our small commercial products. You will contribute directly to pricing and product decisions that impact the future of Small Commercial at Sentry. This position can be filled as an Actuarial Analyst or a Senior Actuarial Analyst based on the qualifications and experience of the selected candidate. This position works within Sentry's hybrid work model and is eligible to work on a hybrid-basis out of our Stevens Point, WI or Madison, WI office locations.

What You'll Do

As an Actuarial Analyst, you will:

• Compile, validate, and analyze data used in actuarial studies supporting pricing, reserving, and rate adequacy for Small Commercial products.

• Assist in the preparation of state rate filings, statistical schedules, and supporting documentation for regulatory submissions.

• Perform basic statistical analyses and support recommendations for less complex new and existing products based on analytical results

• Document assumptions, methodologies, and factors used in actuarial calculations to ensure transparency and auditability.

• Learn and apply Sentry actuarial methodologies, systems, and tools while developing a strong understanding of Small Commercial insurance operations.

• Collaborate with actuarial, product, underwriting, and analytics partners as part of a cross functional team.

What it Takes

• Bachelor’s degree in actuarial science, mathematics, statistics, economics, finance, business, or a related field. Or equivalent related work experience.

• 2–5 years of actuarial experience preferred.

• Ideal candidates will have completed some actuarial exams and are actively pursuing additional actuarial exams.

• Strong analytical and quantitative skills, with the ability to work accurately under time constraints.

• Problem‑solving mindset with the ability to break down complex questions, evaluate assumptions, and develop practical, data‑driven solutions.

• High attention to detail and the ability to document, explain, and communicate analytical work clearly.

• Sound professional judgment, discretion, and the ability to maintain confidentiality.

• Interest in learning pricing, rate filings, and actuarial techniques specific to Commercial insurance.

• Exposure to or interest in data analytics, AI‑enabled tools, automation, or advanced analytical techniques, with a willingness to learn and apply emerging technologies in an actuarial context.

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

Katelynne.Rivera@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.