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Advanced Analytics Modeler (Hybrid Work Model)

Sentry Insurance · Stevens Point, WI · Full time

Posted Sep 15, 2026 · We last checked this listing on Oct 6, 2026

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Likely interview questions for this role

Written from this job description, not a generic list. Each one notes what the interviewer is really checking.

About your past

Tell me about a time your analysis changed a business decision.

What they are checking: Whether their work has actually moved outcomes, which is the point of turning raw data into business information.

Tell me about a time you had to explain a complex model result to leadership. What did you leave out?

What they are checking: Whether they can lead with the decision and keep technical detail available without burying people in it.

This role can be filled at level I or II. What would you need to learn here to work fully on your own?

What they are checking: Whether they have an honest view of their own level and growth areas.

What would you do

Your model looks great on validation, but an underwriter says it doesn't match what they see. What do you do?

What they are checking: Whether they take domain pushback seriously as a possible sign of leakage or bias instead of defending the numbers.

You're asked to build a sales model and a claims model at the same time and both are urgent. How do you decide what to do first?

What they are checking: Whether they can weigh business impact and push back on deadlines with reasons rather than just working longer hours.

What would you do if you found a predictor that improves the model but might act as a proxy for a protected characteristic?

What they are checking: Whether they recognize fairness and regulatory risk in insurance models and would raise it instead of shipping it.

About the work

Walk me through a pricing or risk model you've built from raw data to final result. Where did most of the time actually go?

What they are checking: Whether they have done the unglamorous data work and are honest about where modeling effort really goes.

When would you pick a generalized linear model over gradient boosting for an insurance pricing problem?

What they are checking: Whether they understand that regulators and rate filings favor explainable models, not just higher accuracy.

How do you choose the target variable and exposure for a claims frequency model?

What they are checking: Whether they understand insurance-specific modeling basics like exposure offsets and frequency versus severity.

You build your modeling dataset in Python from Snowflake queries. How do you make sure that pipeline is reproducible and correct?

What they are checking: Whether they write data processes others can rerun and trust, not one-off notebooks.

How do you check a model for overfitting, and how do you explain that risk to someone without a stats background?

What they are checking: Whether they can validate properly and also translate the risk for business partners who will use the model.

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The full job description

As published by Sentry Insurance.

The Advanced Analytics Modeler translates raw data into actionable business information. This role, in the Advanced Analytics Department, applies economic, quantitative, and statistical skills in the development of pricing, underwriting, sales, and claims models to achieve profitable growth and make sound business decisions across all areas of Sentry Insurance. This position can be filled as an Advanced Analytics Modeler I or Advanced Analytics Modeler II based on the qualifications and experience of the selected candidate. This position will be located at our Office in Stevens Point, WI in a hybrid work model and is not a fully remote opportunity. For this position, Sentry does not offer employment to holders of F-1, J-1, and H-1 Visas. What You’ll Do • Build comprehensive analytics solutions to improve business outcomes such as pricing accuracy, resource efficiencies, business workflows, and identification of trends and opportunities. • Identify data sources and build raw data queries in Snowflake, SQL, or Python. • Construct processes in Python to run raw data queries, perform data transformation, execute predictor and target variable calculations, and assemble final predictive modeling datasets. • Apply data science tools and various statistical techniques such as regression, generalized linear models, gradient boosting and neural networks to build, validate, and implement models for solving business problems. • Communicate with business stakeholders throughout the modeling process to account for relevant business considerations and align the solution with the business outcomes. • Create data visualizations in Tableau to communicate model performance, variable importance, impacts, and other tools to assist end users in understanding and using the analytics solutions most effectively. • Collaborate with modelers, actuaries, and data analysts in Advanced Analytics to review and share diverse ideas to improve analytics solutions. • Monitor existing models and processes to ensure performance and data quality. What It Takes • Degree in Data Science, Applied Mathematics, Statistics, or a closely related quantitative field. Master’s degree, a relevant postgraduate certificate or equivalent work experience preferred. • Minimum 2 years of related work experience preferred. • Experience in the insurance industry preferred. • Excellent written and verbal communication skills, including the ability to effectively collaborate with multi-disciplinary groups and all organizational levels. • Demonstrated proficiency in statistical software tools, Python is preferred. • Advanced knowledge of data extraction, validation, and practical application of statistical modeling techniques. Here is what you can look forward to as part of our team: At Sentry, your total rewards go beyond competitive compensation. We’re committed to supporting the whole you, which is why we offer a comprehensive package designed to help you thrive both professionally and personally. • Hybrid Flexibility: Enjoy the best of both worlds. With optional work from home on Mondays and Fridays and join your team in the office Tuesday through Thursday to collaborate and learn. We provide the technology and tools you need for both your office and home workspace from day one. • Dining on Us: Depending on your location, we may provide a stipend that can be used at our on-site cafeteria or a meal allowance to keep you fueled. • Continuous Learning: Unlock your potential through Sentry University and take advantage of our tuition reimbursement program. • Comprehensive Benefits: We support your whole self with group medical, dental, and vision insurance along with parental leave, pet insurance, caregiver leave, and wellness resources. Options for HSA, FSA, and Dependent Care FSA are available. • Work-Life Balance: Enjoy your generous Paid Time Off allowance to rest and take advantage of paid Volunteer Time Off to support your community. • Investing in Your Future: We’re committed to your long-term financial well-being. We offer a 100% company match on the first 8% you contribute to your 401(k) each pay period, and those funds vest immediately. • Giving Back: Through the Sentry Foundation, we’re proud to support the United Way and make a difference in our communities. Why Join Sentry? At Sentry, we believe our people are the heart of our success. We’re proud to be recognized for the culture we’ve built, earning spots on Forbes’ lists for America’s Best Midsize Employers and Best Employers for New Grads , as well as Newsweek’s America’s Greatest Workplaces for Women and Diversity . These honors reflect our commitment to your professional satisfaction and growth. Building on a Legacy Our future is bright, but it’s anchored in a long history of stability. Since our founding in 1904, we’ve dedicated ourselves to helping businesses protect their futures. That trust has made us one of the largest and most financially stable mutual insurance companies in the U.S. We’re proud to have maintained an A+ rating from A.M. Best, the industry’s leading authority, for over 30 years. Your Career, Our Community Whether you’re working at our headquarters in Stevens Point, Wisconsin, or one of our many offices across the country, you’ll find a challenging and rewarding environment. Explore the Our Teams tab on our Career Page to see the diverse career paths we offer, with a focus on ongoing development and professional growth. Ready to own your future? Join us at Sentry, opportunities await! Casey Van Der Geest Talent Acquisition Specialist Casey.VanDerGeest@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.

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