Health Benefits Sales Manager

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 Benefits Sales Manager leads a national sales team focused on driving new business growth and expanding client relationships within Health Savings Accounts (HSA) and health benefits solutions. This role is responsible for building a high-performing sales culture, developing effective sales processes, and partnering across the organization to achieve growth and profitability goals. The position also plays a key role in coaching, talent development, and strengthening relationships with strategic partners.

Key Accountabilities

• Lead and coach the Health Benefits sales team to achieve new business and cross-sell goals through a consultative sales approach.
• Develop and implement sales processes, disciplines, and performance metrics to drive consistent sales execution and results.
• Build and maintain strong partnerships with internal banking teams and external centers of influence to support business growth.
• Oversee sales training, professional development, and certification programs for team members.
• Establish performance goals, incentive strategies, and sales scorecards that drive motivation and revenue growth.
• Provide leadership on pricing strategies and profitability initiatives, including review and approval of pricing exceptions within authority limits.
• Collaborate with data and analytics partners to optimize sales tracking, benchmarking, forecasting, and reporting.
• Recruit, hire, develop, and retain top sales talent while fostering a positive and collaborative team environment.

Education & Experience

Required

• Bachelor's Degree in Business.
• 6-8 years of experience fostering a strong sales culture and developing and implementing sales processes and programs, preferably within benefits insurance, HSA, or third-party administration environments.
• 4-6 years of experience leading sales development teams responsible for achieving sales goals, coaching, and team motivation.
• 2-4 years of direct business-to-business sales experience.
• Life & Health Insurance License within 3 months of hire.
• HSAe certification through ECFC within 3 months of hire.
• CFC certification through ECFC within 3 months of hire.
• Reliable transportation and the ability to lawfully drive, if applicable.

Preferred

• 2-4 years of employee benefits insurance, HSA, and/or third-party administrator (TPA) sales experience.

Why You’ll Love Working Here

This is an opportunity to lead and shape a national sales organization while driving meaningful business growth. You'll work closely with cross-functional partners, influence sales strategy, and help develop a high-performing team focused on delivering exceptional client outcomes. Your leadership will have a direct impact on revenue growth, talent development, and long-term business success. 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.

Artificial Intelligence Statement

To support our recruiting process, we may use artificial intelligence ("AI") or automated technologies to collect, organize, sort, and analyze information submitted by applicants. These tools may assist our Talent Acquisition professionals in identifying applicants who appear to satisfy the minimum qualifications for a position.

AI is not used to make employment decisions on behalf of Associated Bank. No applicant will be selected or rejected solely based on the output of an AI tool. Hiring decisions are made by Associated Bank personnel who review applicant information and exercise independent judgment in accordance with applicable law and company policies.

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 View email address on aiapply.co 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.

$122,710.00 - $210,360.00 per year