Implementation Specialist

websteronline· Webster Servicing LLC
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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?

As an Analyst on the Implementation team, you will lead the onboarding of mid-size employer clients for Health Savings Accounts (HSAs) and spending account products, including Flexible Spending Accounts (FSAs), Commuter Benefits, Health Reimbursement Arrangements and Dependent Care.
You will manage the multiple types of implementations, including new clients, renewals, partner transitions, as well as HSA bulk transfers, while ensuring accurate setup, data integration, and client satisfaction. This role requires strong project management, technical testing, and consultative skills to deliver high-quality execution. This is a remote-only position with no travel to client sites required.

What you will do

  • Lead onboarding for HSA and spending account products, guiding clients through plan design and

  • configuration.

  • Conduct training sessions and provide consultative support throughout the implementation lifecycle.

  • Develop and maintain detailed project plans with client sign-off at key milestones.

  • Coordinate internal and external stakeholders to ensure timely and accurate execution.

  • Conduct EDI/SFTP file testing for enrollment and funding files and communicate results to vendors,

  • clients and internal teams.

  • Facilitate bulk HSA transfers and spending account rollovers as applicable.

  • Manage annual renewals for spending account clients.

  • Support transitions between partner relationships, ensuring continuity and data integrity.

  • Maintain accurate documentation and project tracking across multiple concurrent implementations.

  • Provide proactive communication and status updates to employer clients and internal stakeholders.


Skills and Abilities

  • 2+ years of experience in benefits administration, implementation or related field required.

  • Experience with EDI file testing and data integration strongly preferred.

  • Proficiency in Microsoft Office Suite

  • Experience with CRM or implementation tracking tools required.

  • Strong organizational skills and ability to manage multiple projects simultaneously.

  • Excellent written and verbal communication skills, with a customer-first mindset.

  • Ability to work independently and collaboratively in a fast-paced, remote environment.

  • “No task is too small” attitude, with a passion for service excellence and an eagerness to learn.


Education Qualifications

  • High school diploma/GED required; Bachelor’s degree in Business, Healthcare Administration, or related field preferred.

The estimated salary range for this position is $57,000USD to $59,000USD. 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 Implementation Specialist position at websteronline?
The salary for this Implementation Specialist role at websteronline is not publicly listed. Click "Apply Now" to learn more about the compensation package on their official careers page.
Is the Implementation Specialist job at websteronline remote?
Yes, this Implementation Specialist position at websteronline is remote, with team members based in 2 Locations, Remote-Nationwide, WI Milwaukee Erie St. You can work from home or anywhere in the supported regions.
Is the Implementation Specialist role at websteronline full-time or part-time?
This is listed as a Full time position. It is posted as a Implementation Specialist role in the Webster Servicing LLC department at websteronline.
Which team or department does the Implementation Specialist at websteronline belong to?
This Implementation Specialist 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 Implementation Specialist 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.
Implementation Specialist
websteronline
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