Benefits Account Executive

websteronline· Webster Servicing LLC
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📍 WI Milwaukee Erie StFull time
Full timeWebster Servicing LLC

About this role

At HSA Bank, we’re working toward a world where everyone is empowered to save for a healthy future. Our offerings in the healthcare savings space drive down healthcare costs, increase access, and assist with decision-making for consumers, health plans, partners, and advisors. 


Are you ready to join us?

Experienced client relationship professional responsible for managing employer accounts, delivering strategic guidance, and driving client retention, growth, and satisfaction within the employee benefits and Consumer Driven Healthcare (CDH) space. Partners with employer contacts, conduct strategy sessions, provide product training, identify client needs, and ensure effective utilization of benefit solutions. Proactively and reactively manages client relationships by addressing service concerns, resolving escalations, mitigating retention risks, and strengthening client loyalty. Collaborates across teams to improve processes, enhance the client experience, identify cross-sell opportunities, and support revenue growth. Success in this role requires strong communication skills, attention to detail, problem-solving abilities, adaptability, and a commitment to delivering exceptional service while maintaining the highest level of confidentiality.

Key Responsibilities

  • Lead strategy discussions with employer clients

  • Deliver product training and adoption support

  • Identify growth, upsell, and cross-sell opportunities

  • Gather client feedback and resolve service issues

  • Maintain confidentiality of client and company information

  • Drive process improvements and escalate issues when needed

  • Track client engagement activities and measure outcomes

  • Proactively and reactively manage client retention by addressing client concerns, resolving service issues, identifying potential risks, and implementing solutions

  • Comfortable working in a highly collaborative virtual environment with mandatory camera participation for meetings, presentations, and client engagements.

  • Mandatory travel required based on business needs

Core Competencies

  • Builds strong relationships across all levels of client organizations

  • Communicates effectively and professionally

  • Is adaptable in a fast-changing environment

  • Takes ownership and solves problems proactively

  • Is results-oriented and growth-focused

  • Has strong attention to detail and follow-through

  • Can manage sensitive and confidential information

Required Experience

  • High School Diploma or GED

  • 3-4 years of experience in:

    • Consumer Driven Healthcare (CDH)

    • Employee Benefits

  • Employer benefits account experience preferred

  • Bilingual skills are a plus

The estimated salary range for this position is $60,000USD to $65,000USD. Actual salary may vary up or down depending on job-related factors which may include knowledge, skills, experience, and location. In addition, this position is eligible for incentive compensation.

 

#LI-BY1

#LI-REMOTE

Webster Financial Corporation and its subsidiaries (“Webster”) are equal opportunity employers that are committed to sustaining an inclusive environment. All qualified applicants will receive consideration for employment without regard to race, color, religion, age, marital status, national origin, ancestry, citizenship, sex, sexual orientation, gender identity and/or expression, physical or mental disability, protected veteran status, or any other characteristic protected by law.

Frequently Asked Questions

Is the salary disclosed for the Benefits Account Executive position at websteronline?
The salary for this Benefits Account Executive role at websteronline is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Where is the Benefits Account Executive position at websteronline located?
This Benefits Account Executive role at websteronline is based in WI Milwaukee Erie St. The position is listed as on-site or hybrid. Check the full job description or apply directly to confirm the work arrangement.
Is the Benefits Account Executive role at websteronline full-time or part-time?
This is listed as a Full time position. It is posted as a Benefits Account Executive role in the Webster Servicing LLC department at websteronline.
Which team or department does the Benefits Account Executive at websteronline belong to?
This Benefits Account Executive position is part of the Webster Servicing LLC department at websteronline. See the full job description for more information about the team structure and responsibilities.
How do I apply for the Benefits Account Executive position at websteronline?
Click the "Apply Now" button on this page. You will be redirected to websteronline's official application portal hosted on workday where you can submit your application directly.
When was the Benefits Account Executive job at websteronline posted?
This Benefits Account Executive position at websteronline was posted on Aug 13, 2026. Apply as soon as possible — early applications are often reviewed first.
Benefits Account Executive
websteronline
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