Analyst, Implementation

Webster Bank•Milwaukee, WI

23h•$50,000 - $55,000•Remote

About The Position

If you’re looking for a meaningful career, you’ll find it here at Webster. Founded in 1935, our focus has always been to put people first--doing whatever we can to help individuals, families, businesses and our colleagues achieve their financial goals. As a leading commercial bank, we remain passionate about serving our clients and supporting our communities. Integrity, Collaboration, Accountability, Agility, Respect, Excellence are Webster’s values, these set us apart as a bank and as an employer. Come join our team where you can expand your career potential, benefit from our robust development opportunities, and enjoy meaningful work! 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. Job Summary: 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.

Requirements

2+ years of experience in benefits administration, implementation or related field required.
High school diploma/GED 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.

Nice To Haves

Bachelor’s degree in Business, Healthcare Administration, or related field preferred.

Responsibilities

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.