People Enablement Specialist, Benefits

People Enablement Specialist, Benefits Paysafe Paysafe Accounting & Finance, People & HR Jacksonville, FL, USA Posted on Jun 10, 2026 About Paysafe Paysafe is a global payments platform powering the experience economy, with a strong focus on the iGaming, video gaming, e-commerce, retail, travel and hospitality sectors. With 30 years of expertise in payment technology, Paysafe helps businesses and consumers lift every experience through seamless, secure payment solutions, including card payments, digital wallets such as Skrill, eCash solutions like PaysafeCard, and a suite of local payment methods. With approximately 2,900 employees across 12 countries and annualized transactional volume of $167 billion in 2025, Paysafe connects people and businesses worldwide through innovative digital payment experiences. Your career starts here. Help us build and deliver innovative payment solutions. Position Summary: The People Enablement Specialist, Benefits supports the effective delivery of U.S. benefits administration by ensuring accurate plan operations, strong employee support, and reliable coordination across internal teams, payroll, and external vendors. This role supports compliance, data integrity, Open Enrollment readiness, and continuous process improvement while helping deliver a consistent, high-quality employee experience. The position works within established procedures, applies sound judgment in daily execution, and escalates complex issues appropriately. This is a hybrid position based in our Jacksonville, FL office, with an expectation of working onsite three days per week. Key Responsibilities: Employee Support & Communication Serve as a point of escalation for U.S. employee inquiries and route complex matters appropriately. Draft and distribute employee communications, including new hire materials, enrollment communications, and required regulatory notices. Support employee lifecycle transactions, including hires, changes, and terminations. Respond to employee questions with clarity, responsiveness, and a focus on a positive employee experience. Deliver benefits presentations, orientation sessions, and educational workshops in hub locations as needed. Perform other job duties as assigned. General Administration & Compliance Administer U.S. health, welfare, and retirement plans with a focus on accuracy, timeliness, and service quality. Support compliance activities, including annual filings, audits, testing, and required notices, under the guidance of senior team members. Perform routine audits across payroll, HRIS, and vendor systems, and escalate discrepancies for resolution. Prepare and track reports on participation, utilization, and operational trends to support informed decision-making. Support invoice review and funding validation for U.S. benefit programs. Annual Open Enrollment (OE) Support U.S. Open Enrollment planning and execution, including testing, vendor coordination, and system readiness. Assist with plan configuration, eligibility file management, and rate updates across HRIS, payroll, and carrier platforms. Help develop employee-facing communications and intranet content to support enrollment understanding and participation. Provide employee support during enrollment and assist with post-enrollment reconciliation and issue resolution. Eligibility & Data Integrity Monitor eligibility and file feeds and help resolve data issues across HRIS, payroll, and benefits providers. Review payroll feedback and deduction files to confirm alignment between employee coverage and payroll deductions. System & Self-Service Support Maintain accurate, current benefits content on internal knowledge and self-service platforms. Promote self-service tools and process improvements that enhance employee access and reduce administrative burden. Qualifications: Required: Bachelor’s degree in Human Resources, Business, or a related field, or equivalent relevant experience. Three or more years of experience supporting U.S. employee benefits administration. Working knowledge of health and welfare benefits and 401(k) administration. Experience with HRIS and payroll systems, preferably ADP Workforce Now and SuccessFactors. Strong attention to detail, data accuracy, and follow-through. Effective communication, organization, and prioritization skills. Preferred: Experience supporting large-scale U.S. Open Enrollment activities. Familiarity with benefits vendor platforms and carrier portals. Exposure to benefits communications, audits, or compliance-related processes. Working Conditions: Standard business hours, with flexibility during OE and peak periods Hybrid work environment Life at Paysafe: One network. One partnership. At Paysafe, this is not only our business model; this is our mindset when it comes to our team. Being a part of Paysafe means you’ll be one of over 3200 members of a world-class team that drives our business to new heights every day and where we are committed to your personal and professional growth. Are you ready to make an impact? Join our team that is inspired by a unified vision and propelled by passion. Our culture values humility, high trust & autonomy, a desire for excellence and meeting commitments, strong team cohesion, a sense of urgency, a desire to learn, pragmatically pushing boundaries, and accomplishing goals that have a direct business impact. Equal Employment Opportunity Paysafe provides equal employment opportunities to all employees, and applicants for employment, and prohibits discrimination of any type concerning ethnicity, religion, age, sex, national origin, disability status, sexual orientation, gender identity or expression, or any other protected characteristics. This policy applies to all terms and conditions of recruitment and employment. If you need any reasonable adjustments, please let us know. We will be happy to help and look forward to hearing from you.