FSA Operations Analyst Associate

The Purpose of Your Role:

We are seeking a team-oriented professional for our FSA Operations Team. The FSA Operations Analyst will perform a variety of functions as it relates to entry-level plan operations such as contribution payroll processing, eligibility/enrollment file processing and other daily tasks related to the business needs. The ideal candidate will be able to effectively communicate, multi-task and prioritize responsibilities based on the needs of the team, clients and vendors.

• A passion for problem solving and operational thinking
• A sincere interest in working within the financial services industry
• Ability to work well in a fast-paced and collaborative environment
• Detail oriented thinking

• Monitor, process, and reconcile contribution files for reimbursement plans through our recordkeeping systems
• Monitor, process, and reconcile eligibility/enrollment files for reimbursement plans through our recordkeeping systems
• Initiate funding requests (ACH) and reconcile received deposits for plan contributions
• Generate and review various contributions reports
• Process and post participant contributions transactions
• Assist internal teams with responding to client inquiries
• Proficient in Microsoft Office programs and the ability to quickly learn new systems (CRMs, recordkeeping, etc.)
• Monitor Inbox and log certain requests in the CRM
• Follow up with client and/or Account Managers on NIGO requests
• Perform other duties and participate in special projects as assigned

We are looking for innovative thinkers to drive our business forward - someone with an entrepreneurial spirit, customer focus, drive, determination, and the strength of character to challenge the status quo. The financial services industry is forever changing and we are looking for someone who is flexible and willing to embrace change.

• Proven ability to take initiative and be a self - starter in handling issues
• Excellent verbal and written communication skills
• Demonstrated ability to consistently deliver a superior level of productivity and quality service
• Demonstrated organizational skills and ability to manage multiple priorities
• Ability to work in a team environment
• Ability to track and meet deadlines
• Proficiency in MS Office
• Knowledge of FSA/HRA/HSA plans

Salary Range: $50,000 - $55,000

At Sentinel, compensation is calibrated to your geographic location to reflect local market conditions; the posted salary range may vary based on where you live.

Joining our company means becoming part of something special. We're driven by a mission to excel in our industry and within our team, supported by people who truly care about our organization.

Sentinel was recognized by The Boston Globe as a Top Place to Work in 2020, 2023, and 2025. The firm also earned the Top Workplaces USA Award from Energage through .

At Sentinel, we welcome people from diverse experiences, backgrounds, and perspectives – and we wouldn’t have it any other way. So even if you don’t meet every single requirement, please consider applying if you like what you see.

Our priority is to find talented individuals who enrich our team culture, contribute with enthusiasm, and are passionate about what they do.

Sentinel is an equal opportunity employer and welcomes everyone to our team. If you need reasonable adjustments at any point in the application or interview process, please let us know.

• PTO (vacation, sick, personal time bank)
• FTO (Flexible time off for vacation, sick, and personal time) after 2 years of service
• 12 Paid Holidays (10 stated and 2 floating holidays)
• 2 Community Volunteer Days
• 5 Summer Half Days
• Medical, Dental, Vision
• Life Insurance
• LTD & STD
• Retir…