JobsAmerican Family Insurance

Senior Business Systems Specialist

American Family Insurance · Madison, WI

Posted Sep 8, 2026 · We last checked this listing on Sep 20, 2026

Apply at American Family Insurance

Likely interview questions for this role

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

Behavioral

Tell me about a time you had to build a large or complex system integration from scratch. What was your role and how did you handle the handoff to production support.

whether they've actually led integration builds end to end versus just supporting others

Describe a time you had to translate a vague or conflicting set of business requirements into something a technical team could actually build.

ability to interpret business rules and resolve requirement inconsistencies, a named accountability in the posting

Tell me about a project where you represented the business side to a technology team and there was real friction or disagreement about scope or priority.

stakeholder management and comfort advocating for business needs in technical conversations

Give me an example of a system issue that turned out to be more complicated than it first looked. How did you coordinate the people needed to resolve it.

ability to coordinate cross-functional resolution on complex, ambiguous problems

Tell me about a time you had to support end users through a system change, including training or documentation. What worked and what didn't.

change management and user support skills mentioned as part of the role

Technical

Walk me through your experience with Workday Prism Analytics or Accounting Center specifically, if you've worked with either.

whether the candidate has hands-on platform depth or transferable Workday module experience they can honestly speak to

How comfortable are you writing and running queries against large enterprise databases, and what tools have you used to do that.

actual SQL or query-tool fluency versus surface familiarity

Tell me about the accounting concepts you're most comfortable with, general ledger, journal entries, chart of accounts, whatever applies, and how that knowledge has shown up in a systems role.

whether their accounting knowledge is real and applicable, not just adjacent

How do you typically build out a user acceptance testing plan for a new integration or system change. Walk me through the pieces you'd want in place before testing starts.

whether they understand structured UAT and QA process, not just ad hoc testing

What's your experience with insurance data specifically, things like policy, claims, or premium data, and how that differs from data in other industries you've worked in.

depth of insurance domain knowledge called out as a requirement

What project management approach or methodology have you used to keep a multi-stakeholder system project on track, and how do you handle it when priorities shift midstream.

working knowledge of SDLC and project management practices named in the requirements

Situational

Say a source system is feeding bad data into an accounting integration and finance is asking why the numbers don't reconcile. How would you go about tracking down the root cause.

structured troubleshooting approach across systems and accounting logic, not just guessing

If a business partner and a technology team disagreed on how a data field should be defined or used, and it was holding up a project, what would you do.

conflict resolution skill and ownership over requirement disputes

How do you keep up with new business system technologies or trends, and can you give an example of something you researched and then actually applied to a project.

proactive research habit and ability to turn evaluation into practical recommendations

Practice this interview out loud.

Offer builds a real interview for this exact role at American Family Insurance from your resume and this job description, asks the questions one at a time, and tells you what landed. The first one is free.

Practice this out loud

The full job description

As published by American Family Insurance.

This position is responsible for supporting the buildout of our Workday Prism and Accounting Center platform in support of organizational priorities and use-cases. Works with technology areas, product owners, and stakeholders to understand business requirements and then lead the system development, documentation, testing, and post-production support for large and complex system integrations. Oversees the research of complex system issues and coordinates their resolution. Researches and evaluates business system application developments and technologies that are relevant to the business and future business strategy. Position Compensation Range: $88,000.00 - $145,000.00 Pay Rate Type: Salary Compensation may vary based on the job level and your geographic work location. Relocation support is offered for eligible candidates. Primary Accountabilities • Conducts advanced data analysis and development and manages enterprise-scale databases and integrations. Problem solves with data from associated systems. • Queries large databases/source systems to identify defects, and problem-solves to resolve issues. • Engages with technology areas and represents the business-on-business issues and requirements for large and complex system projects. • Partners with stakeholders to understand needs, analyze business requirements, perform data analysis, assist in change management, training and testing efforts. • Interprets business rules and functional requirements and data definitions. • Collaborates to resolve inconsistencies and inadequacies in requirements. • Partners with technology areas to develop user acceptance testing and quality assurance test scenarios and cases working to ensure data delivery meets business requirements. Collaborates with stakeholders to produce and maintain accurate test documentation. Specialized Knowledge & Skills Requirements • Intermediate accounting knowledge. • Insurance data-management experience. • Demonstrated experience providing customer-driven solutions, support or service. • Demonstrated experience developing relationships with internal and external partners. • Knowledge of business systems and how to apply them to leverage efficiencies in a business environment. • Knowledge and understanding of project management methodologies, practices, techniques and tools. • Knowledge and understanding of systems development life cycle (SDLC). Additional Information • To ensure a strong start, all employees participate in our New Employee Orientation during their first week.  This experience is held in person at our Madison, WI Headquarters or one of our AmFam core locations to help you connect with our mission, meet key team members and build relationships that support your growth.  At times, sessions may be delivered virtually based on scheduling and availability.  • Offer to selected candidate will be made contingent on the results of applicable background checks • Offer to selected candidate is contingent on signing a non-disclosure agreement for proprietary information, trade secrets, and inventions • Sponsorship will not be considered for this position unless specified in the posting We provide benefits that support your physical, emotional, and financial wellbeing. You will have access to comprehensive medical, dental, vision and wellbeing benefits that enable you to take care of your health. We also offer a competitive 401(k) contribution, a pension plan, an annual incentive, 9 paid holidays and a paid time off program (23 days accrued annually for full-time employees). In addition, our student loan repayment program and paid-family leave are available to support our employees and their families. Interns and contingent workers are not eligible for American Family Insurance Group benefits. We are an equal opportunity employer. It is our policy to comply with all applicable federal, state and local laws pertaining to non-discrimination, non-harassment and equal opportunity. We also consider qualified applicants with criminal histories, consistent with applicable federal, state and local law. American Family Insurance is committed to the full inclusion of all qualified individuals. If a reasonable accommodation is needed to participate in the job application or interview process, to perform essential job functions, and/or to receive other benefits and privileges of employment, please email AskHR@AmFam.com to request a reasonable accommodation. #LI-LS1

Apply at American Family Insurance

Related jobs

Desk Adjuster

American Family Insurance · Madison, WI

Posted Sep 17 · Verified Sep 20

Lead Engineer

American Family Insurance · Madison, WI

Posted Sep 16 · Verified Sep 20

Lead Data Engineer

American Family Insurance · Madison, WI

Posted Sep 16 · Verified Sep 20

Senior Manager, Insurance Product Analytics (Hybrid)

American Family Insurance · Madison, WI

Posted Sep 15 · Verified Sep 20

Sales District Leader - South Milwaukee, WI (Primarily Field)

American Family Insurance · Milwaukee, WI

Posted Sep 10 · Verified Sep 20

Senior Network Engineer

American Family Insurance · Madison, WI

Posted Sep 9 · Verified Sep 20