Jobs › American Family Insurance
Senior Business Systems Specialist
Posted Sep 8, 2026 · We last checked this listing on Sep 20, 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.
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
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As published by American Family Insurance.
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