FSA Operations AnalystThe 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.What You'll Bring to Sentinel:A passion for problem solving and operational thinkingA sincere interest in working within the financial services industryAbility to work well in a fast-paced and collaborative environmentDetail oriented thinkingWhat You'll Be Responsible For:Monitor, process, and reconcile contribution files for reimbursement plans through our recordkeeping systemsMonitor, process, and reconcile eligibility/enrollment files for reimbursement plans through our recordkeeping systemsInitiate funding requests (ACH) and reconcile received deposits for plan contributionsGenerate and review various contributions reportsProcess and post participant contributions transactionsAssist internal teams with responding to client inquiriesProficient in Microsoft Office programs and the ability to quickly learn new systems (CRMs, recordkeeping, etc.)Monitor Inbox and log certain requests in the CRMFollow up with client and/or Account Managers on NIGO requestsPerform other duties and participate in special projects as assignedAbout You: 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. Preferred qualifications:Proven ability to take initiative and be a self-starter in handling issuesExcellent verbal and written communication skillsDemonstrated ability to consistently deliver a superior level of productivity and quality serviceDemonstrated organizational skills and ability to manage multiple prioritiesAbility to work in a team environmentAbility to track and meet deadlinesProficiency in MS OfficeKnowledge of FSA/HRA/HSA plansSalary 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. What You'll Be Part Of: 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 2021-2026. 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. Some of Our Benefits:PTO (vacation, sick, personal time bank)FTO (Flexible time off for vacation, sick, and personal time) after 2 years of service12 Paid Holidays (10 stated and 2 floating holidays)2 Community Volunteer Days5 Summer Half DaysMedical, Dental, VisionLife InsuranceLTD & STDRetirement Plan with 4% Employer MatchParental LeaveSee What We Stand For: Sentinel Group proudly serves nearly 5,000 clients throughout the U.S. For 35+ years, we've remained devoted to positively impacting the lives of our people, our clients and our communities. With a 9-year average associate tenure among our 265 professionals, our team's commitment to excellent service has positioned Sentinel as the only provider who makes benefits EASY: easy for your people; easy for your business; and easy for you. Our ultimate goal is to help companies and their employees prepare for their future health, wealth and retirement needs. Whether it's through retirement plans, group health insurance, reimbursement accounts or financial planning, we engineer simple solutions and continuously strive to make them better. Our in-house experts – and their commitment to excellence – define who we are. Sentinel is also one of the largest employee benefits firms in Massachusetts (Boston Business Journal) and was named a 2022 Retirement Plan Adviser of the Year in the Mentorship category (PLANADVISER Magazine). Sentinel Group
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