JobsAssociated Bank

Senior Principal AI Product Manager

Associated Bank · WI

Posted Aug 26, 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 portfolio of AI products you owned end to end. Walk me through how you decided what got built first.

whether the candidate has real portfolio-level ownership versus single-project experience

Describe a time you had to build risk, compliance, or model governance into a product from day one rather than bolting it on later.

whether governance is a design habit or an afterthought for this person

Tell me about a product you launched that bankers or end users initially resisted. What did you do to get adoption up?

real experience driving change management, not just shipping features nobody uses

Give me an example of a time a senior leader in risk or compliance disagreed with your product timeline or scope. How did you resolve it while keeping accountability for delivery?

skill navigating matrixed, regulated stakeholder conflict without losing ownership

Tell me about a time you had to say no to a business leader's AI idea because the data or controls weren't there yet.

willingness to hold the line on governance even under pressure from revenue-focused stakeholders

Technical

Walk me through how a retrieval-augmented or agent-based system you shipped actually worked, from data source to the output a banker saw.

depth of hands-on technical understanding versus surface-level product speak

What's your experience with platforms like AWS Bedrock, Snowflake, Microsoft Fabric, or Copilot, and how have you used them in an actual product decision, not just as buzzwords?

genuine hands-on platform familiarity versus name recognition

How do you evaluate whether an AI feature is actually improving banker capacity or client outcomes, versus just looking busy?

rigor around defining and measuring meaningful business metrics, not vanity usage stats

Walk me through a workflow automation or integration you designed that touched multiple systems. Where did the complexity actually live?

understanding of integration complexity in a real banking tech environment, not a greenfield startup

Situational

Say you have five AI use cases pitched by different banker teams, all claiming revenue upside. How would you decide which ones actually get resourced this quarter?

a repeatable prioritization framework that weighs value, feasibility, and control requirements together, not just gut feel

How would you explain model risk and data privacy exposure in an LLM-based workflow tool to a risk committee that isn't technical?

ability to translate technical risk into language regulators and risk leaders will act on

If a new AI workflow tool launches and usage numbers are flat after eight weeks, what's your first move?

whether they instrument products for evidence and act on data rather than guessing

You're coaching a product manager on your team who keeps shipping features without adoption plans. How do you handle that conversation and change their approach?

leadership and coaching ability, since this role explicitly manages other product people

Practice this interview out loud.

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The full job description

As published by Associated Bank.

At Associated Bank we strive to create an inclusive culture where different perspectives are valued and recognized as strengths critical to our success. If you thrive in an environment where your growth and development are encouraged and supported, then Associated Bank may be the right place for you. Associated Bank requires you to directly represent yourself and your own experiences during the recruiting and hiring process. Associated Bank conducts a thorough background check on all new hires. Associated Bank is seeking a Senior Principal AI Product Manager to own the strategy, prioritization, delivery, governance, adoption, and measurable business outcomes of a portfolio of AI-enabled products across Corporate and Commercial Banking. In this senior, hands-on product leadership role, you will work directly with bankers and cross-functional partners, shape practical AI capabilities, and translate commercial banking strategy into adopted products that improve revenue workflows, banker capacity, operating efficiency, and client impact. Key Accountabilities • Own a portfolio of AI-enabled products from opportunity framing through governed delivery, adoption, scale, and measurable business outcomes. • Translate business strategy into product priorities, roadmaps, success metrics, delivery plans, governance requirements, adoption plans, and operating rhythms across multiple products or programs. • Work directly with bankers and business leaders to identify high-value problems, evaluate business value and feasibility, and convert the strongest opportunities into delivered product outcomes. • Own governed execution across the portfolio, with risk, controls, data privacy, responsible AI, model oversight, and regulatory expectations built into product design and delivery from the start. • Evaluate business value, user adoption, data availability, technical feasibility, integration complexity, and control requirements together to prioritize investments and product decisions. • Lead adoption through rollout readiness, stakeholder engagement, training, communication, and feedback loops, with products instrumented so evidence drives continuous improvement. • Align senior leaders and cross-functional partners across business, technology, data, risk, compliance, and operations around timelines, decisions, dependencies, and tradeoffs while retaining portfolio-level accountability. • Coach product and delivery team members, set expectations for product quality, prioritization, outcome measurement, adoption, and governed execution, and guide the delivery of agents, retrieval patterns, data flows, workflow automations, and system integrations. Education & Experience Required • Bachelor’s degree in Business, Finance, Data Science, Computer Science, Analytics, Economics, or a related field; equivalent experience may be considered. • 8+ years of product management, AI, analytics, data product, or technology delivery experience. • 8+ years of advanced mastery of product management practices, AI-enabled workflow transformation, business process design, governed AI delivery, and data-enabled product delivery across multiple products or programs. • 5+ years delivering AI, analytics, automation, or data-enabled products in a regulated environment. • Experience owning complex products, programs, or portfolios with measurable business outcomes. • 5+ years experience influencing senior leaders and cross-functional stakeholders in highly matrixed, regulated organizations while maintaining portfolio-level accountability for product delivery and governance. • Broad, hands-on familiarity with modern AI capabilities, including large language models, retrieval, agents, workflow automation, data-enabled products, and cloud-based AI platforms. Preferred • Advanced degree such as an MBA or Master’s degree in a quantitative or related discipline. • 4 + years of experience in financial services, commercial banking, or client-facing workflow experience. • Experience leading change management, product adoption, and workflow transformation initiatives. • Familiarity with AWS Bedrock, Snowflake, Microsoft Fabric, Power Platform, Microsoft 365 Copilot, Salesforce, and related AI technologies. Why You’ll Love Working Here At Associated Bank, you’ll join a growing AI team focused on delivering real-world solutions that employees and customers use every day. You’ll have the opportunity to work closely with business leaders, influence enterprise-scale innovation, and build products that create measurable value in a regulated industry. We invest in professional growth, collaboration, and meaningful work that makes an impact. Apply today to make an impact. We welcome and encourage applications from all qualified parties, including but not limited to people returning to the workforce, people with disabilities, those without a college degree, and veterans or those with military experience. In addition to core traditional benefits, we take pride in offering benefits for every stage of life.  • Retirement savings including both 401(k) and Pension plans.  • Paid time off to volunteer in your community.  • Opportunities to connect with others through our diversity-focused Colleague Resource Groups.  • Competitive salaries with professional development and advancement opportunities.  • Bonus benefits including well-being programs and incentives, parental leave, an employee stock purchase plan, military benefits and much more.   • Personal banking, loan, investment and insurance benefits.  Associated Bank serves more than 120 communities throughout Wisconsin, Illinois, Minnesota, and Missouri and we consider our colleagues critical to our continued success. See why our colleagues continually vote us a best place to work in the Midwest. Join our community on  Facebook ,  LinkedIn  and  X .   Compliance Statement Associated Bank is an equal opportunity employer committed to creating a diverse workforce. We support a work environment where colleagues are respected and given the opportunity to perform to their fullest potential. We consider all qualified applicants without regard to race, religion, color, sex, national origin, age, sexual orientation, gender identity, disability or veteran status, among other factors. Fully complies with all applicable enterprise policies and procedures. Acts in compliance with all applicable laws and regulations as outlined in training materials, including but not limited to Bank Secrecy Act. Responsible for reporting suspicious activity to Financial Intelligence. Responsible to report all customer complaints as prescribed and procedure violations to management or HR. Responsible to report ethical concerns as needed to Associated Bank’s anonymous Ethics Hotline. Associated Bank provides additional assistance throughout the application, interview and hiring process. Please contact  leavesandaccommodations@associatedbank.com  if you need an accommodation at any time during the process. Associated Banc-Corp participates in the E-Verify Program. E-Verify Notice  English or Spanish . Know Your Right to Work  English  or  Spanish . Associated Bank is Pay Transparency  compliant. The pay range represents anticipated base pay for this role. Actual pay may vary based on factors including, but not limited to, work location, skills, experience, education, and qualifications for the role. For certain positions, total compensation may also include incentive, commission, or bonus opportunities not reflected in the posted base pay range. $138,110.00 - $236,760.00 per year

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