Health Savings Account Program and Systems Lead

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.

The Health Savings Account Program and Systems Lead ensures the systems, applications, and portals supporting Associated Bank’s HSA offerings are reliable, scalable, and aligned to business goals. This role partners across business, technology, and vendors to support product launches, system enhancements, and ongoing operations. You’ll have the opportunity to influence strategy, improve processes, and drive meaningful improvements to the HSA experience.

Key Accountabilities

• Support HSA strategic initiatives and product launches by ensuring systems are ready and aligned with business objectives.

• Lead system testing and validation activities, including UAT, post-release checks, and disaster recovery exercises.

• Maintain lower and demo environments to support testing, training, and onboarding.

• Partner with business teams, IT, vendors, and third parties to deliver system upgrades and enhancements.

• Resolve complex system issues by providing Level 2 support and managing issues through resolution.

• Coordinate portal updates, user access, and content changes across internal and external platforms.

• Develop and maintain clear, accurate system documentation and process controls.

Education & Experience

Required

• Bachelor’s degree or equivalent combination of education and experience

• 6+ years experience supporting systems, applications, or operations in financial services, benefits administration, or healthcare accounts

• 3+ years experience in system testing, configuration, and release management

• 3+ years experience working cross-functionally with business, technology, and vendors

• 3+ years experience analyzing technical or process issues and communicating solutions effectively

Preferred

• Experience supporting HSA, FSA, or benefits administration platforms

• Familiarity with vendor-supported systems and third-party integrations

• Experience with portals, CRM tools, or benefits administration platforms

Why You’ll Love Working Here

At Associated Bank, you’ll join a collaborative, purpose-driven team that values innovation, accountability, and continuous improvement. We invest in your growth through meaningful work, professional development, and opportunities to influence strategy. Apply today to make an impact.

We welcome and encourage applications from individuals returning to the workforce, people with disabilities, candidates 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. 

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