Team Leader FSA Premium Administration

FedPoint; Portsmouth; On-site; GBP 60,000 - 76,000; Full time

Job summary

A dynamic benefits organization in Portsmouth is seeking an experienced Team Leader for FSA Premium Administration. The role involves overseeing operations, guiding a team, and ensuring optimal performance while fostering a collaborative environment. Candidates should have a high school diploma and at least 2 years of management experience. Competitive compensation and benefits are offered, including generous PTO and a hybrid work schedule.

Benefits

Generous 401k plan

Bonus opportunity

Paid time off

Health, dental, and vision benefits

Tuition reimbursement

Wellness program

Qualifications

• At least 2 years of people management experience.
• Experience in billing, reconciliation, finance, operations, or employee benefits required.
• Strong communication, relationship-building, and presentation skills.

Responsibilities

• Oversee scheduling and performance of Premium Analysts.
• Lead team meetings and manage payroll approvals.
• Collaborate with FSAFEDS leadership on workflow planning.

Skills

People management

Analytical skills

Communication

Organizational skills

Education

High school diploma

Tools

Excel

Access

SharePoint

JIRA

Job description

Our goal at FedPoint is to foster an engaging environment for our employees that promotes career growth and supports a work-life balance. From professional development to wellness programs to volunteer opportunities, we have created a culture that puts our employees on a positive pathway to success.

About FedPoint

FedPoint creates and operates digital benefits marketplaces that make it easy for our millions of federal and military customers to understand, select, and use their benefits. A subsidiary of John Hancock Life & Health Insurance Company, FedPoint was founded in 2002 and is headquartered in Portsmouth, NH.

Our mission

Create and deliver world-class benefits experiences for our customers, clients, and business partners.

FedPoint is seeking an experienced and motivated Team Leader to join our FSA Premium Administration team. This is a key leadership role responsible for overseeing day-to-day operations, guiding a team of Premium Analysts, and serving as a primary liaison to both internal partners and external stakeholders. If you excel at people leadership, process optimization, and delivering operational excellence, we want to hear from you.

About the Role

The Team Leader of FSA Premium Administration ensures that daily operations are executed accurately, efficiently, and in alignment with client expectations. This role drives performance, supports continuous improvement, and maintains strong working relationships across departments and with external partners. You will play a central role in training, team development, operational leadership, and strategic execution while fostering a high‑performing, engaged team environment.

What You’ll Do

• Leadership and Operational Management
  • Oversee scheduling, assignments, and performance of Premium Analysts
  • Provide coaching, development, and frequent feedback to team members
  • Lead team meetings, manage payroll approvals, and conduct timely performance evaluations
  • Participate in the hiring, onboarding, and ongoing training of staff
  • Develop and maintain department procedures, documentation, and training plans
  • Ensure team performance aligns with metric and service‑level standards
  • Identify operational risks, propose solutions, and drive process improvements
  • Support escalated issues and audit inquiries
  • Promote a culture of innovation, engagement, and continuous improvement
• Technical and Process Support
  • Partner with technical teams to troubleshoot issues and implement workarounds
  • Escalate and communicate technical issues effectively
  • Advocate for system or process enhancements that support efficiency and cost savings
  • Support team members with migrations and changes communicated through Agency Payroll Offices (APOs)
• Relationship Management
  • Collaborate with FSAFEDS leadership on workflow planning and organizational change
  • Serve as a lead contact for BENEFEDS Customer Service, FSAFEDS administrators, and APO representatives
  • Resolve escalations, funds variances, inquiries, and other complex issues
  • Travel to site locations as needed to support APO relationships

What You Bring

• High school diploma required; some college or equivalent experience preferred
• At least 2 years of people management experience with demonstrated success in coaching, development, and team performance
• Experience in billing, reconciliation, finance, operations, or employee benefits
• Strong analytical skills and familiarity with databases, file feeds, and data analysis
• Advanced proficiency in Excel, Access, and SharePoint
• Strong communication, relationship-building, and presentation skills
• Ability to balance team involvement with effective delegation
• Strong organizational skills and the ability to manage projects and priorities
• Comfort working with SDLC concepts, agile methodologies, and tools such as JIRA

Schedule

Monday through Friday, Hybrid – Requiring 2 days in office

Location

Portsmouth, NH

About the Department

The Project Management team supports enterprise operations by delivering project management expertise across IT, product development, security, audits, and large‑scale service initiatives. The team partners closely with Business Units, Information Risk Management, Compliance, Technology, Business Development, and external partners to drive strategic value and optimize organizational performance.

Why Join Us?

At FedPoint, our mission is to create and deliver world‑class benefits experiences for our customers, clients, and business partners.

We offer a dynamic work environment where innovation and collaboration are encouraged. You'll have the opportunity to make a significant impact while honing your skills and advancing your career.

What’s in it for you:

• Generous 401k plan: 100% match of employee’s contribution, up to a maximum of 6% salary, vests immediately.
• Bonus Opportunity: Qualifying employees can earn up to 7% of their salary, based on company performance. (Inquire about eligibility with our recruiter)
• Lots of paid time off: 3 weeks’ vacation, 7 sick days, 3 personal days, and 12 paid holidays!
• Competitive benefits include health, dental, vision, disability, life, legal, flexible spending account (FSA) and Health Savings Account (HSA) options.
• 6 weeks fully‑paid parental leave
• Tuition reimbursement program to support career goals.
• Corporate giving and matching gifts program.
• Volunteer program: Paid time off to volunteer and company‑organized volunteering opportunities.
• A wide variety of personal, professional, and career development programs.
• Comprehensive wellness program offering a variety of resources and activities to help support your well‑being in the following areas: career, financial, mental, emotional, physical, social and community.

All offers of employment with FedPoint are conditional upon satisfactory completion of a pre‑employment background check.