Senior Benefits Specialist

Job Description

Job Description

• Company Overview: Vensure Employer Solutions is the largest privately held organization in the HR technology and service sector, offering HR/HCM technology, managed services, and global business process outsourcing (BPO). The company and its service providers support over 95,000 businesses and process more than $135B in annual payroll. Headquartered in Chandler, Arizona as a "One Employer Solution," Vensure helps businesses streamline and grow with custom strategies that benefit employers and employees. Website:

• Position: Senior Benefits Specialist — supports oversight and administration of compliance functions for the company's PEO Master Benefit Plans; serves as a subject matter resource for internal teams (including Benefits Administration) on complex regulatory and compliance matters such as the Affordable Care Act (ACA), Form 5500 filings, Medicare Part D Creditable Coverage reporting, state filings (e.g., Massachusetts HIRD), ERISA, and other federal and state benefit requirements; this is a non-client-facing role that provides research, guidance, and documentation support to client-facing teams. The Senior Benefits Specialist brings a positive, energetic, and collaborative approach and a passion for compliance excellence.

• Essential Duties and Responsibilities:

• Monitor and ensure ongoing compliance with the ACA, including employer shared responsibility provisions and annual 1094-C/1095-C reporting for PEO Master Plans.

• Prepare, review, and file Form 5500 annual reports for master benefit plans; coordinate with third-party administrators, auditors, and internal stakeholders as needed.

• Track and interpret federal and state benefit compliance requirements (ERISA, COBRA, HIPAA) and communicate plan or process updates to relevant teams.

• Complete Medicare Part D Creditable Coverage disclosures and related CMS reporting.

• Manage state-specific compliance filings including Massachusetts HIRD and similar requirements in other jurisdictions.

• Serve as the primary compliance subject matter expert supporting Benefits Administration and other departments that communicate directly with clients on compliance topics.

• Research and respond to internal escalations involving complex compliance questions; provide guidance and documentation to client-facing teams (does not handle client phone calls directly).

• Develop, maintain, and update compliance documentation (SOPs, FAQs, compliance calendars, process guides).

• Train and mentor team members on compliance requirements, processes, and best practices to support consistency and audit readiness.

• Participate in special projects and initiatives related to benefits compliance as assigned by leadership.

• Monitor legislative and regulatory changes affecting PEO Master Plans and proactively communicate potential impacts to leadership and relevant departments.

• Liaise with insurance carriers, vendors, and legal counsel to resolve plan-specific compliance questions.

• Perform periodic audits of benefit plan compliance data and documentation to identify and correct discrepancies.

• Generate compliance-related reports from Prism and respond to internal or external audit requests.

• Support open enrollment and plan renewal processes by reviewing plan documents, Summary Plan Descriptions (SPDs), and amendments for compliance accuracy.

• Regular on-site attendance is an essential job function due to secure system access, collaboration on sensitive compliance matters, participation in operational meetings, and hands-on activities that cannot be performed remotely without compromising security or effectiveness.

• Marginal Functions:

• Build and maintain relationships with team members and peers across disciplines to ensure effective coordination of communications and services affecting clients and internal partners.

• Attend webinars and training to stay current on regulatory changes and best practices.

• Perform additional duties and special projects in support of the Benefits function as assigned.

• Knowledge, Skills, and Abilities:

• Strong working knowledge of ACA, ERISA, HIRD, Medicare Part D, and Form 5500 filing requirements.

• Analytical and regulatory research skills with the ability to translate complex requirements into practical guidance.

• Positive, energetic, collaborative style and genuine enthusiasm for compliance work and cross-team partnerships.

• Clear and professional written communication for polished materials and effective internal presentations.

• Customer-service mindset in a non-client-facing capacity, supporting internal teams who serve clients directly.

• Management and organizational skills, teamwork, enthusiasm, willingness to learn, flexibility, proactivity, and decisiveness.

• Required Education & Experience:

• Bachelor's degree or an equivalent combination of 2–4 years of benefits compliance experience (e.g., ACA reporting, Form 5500 filings, ERISA, or related regulatory work). Other relevant non-traditional degree programs, certifications, or job training programs are also acceptable.

• Physical, Mental, & Communication Demands:

• Physical Demands: Sedentary work with occasional extended sitting; frequent use of hands/ fingers for computer; occasional office walking; visual acuity to read/analyze data on screen or printed materials; minimal lifting of light office supplies/documents.

• Mental Demands: Strategic thinking, decision-making based on compliance data and deadlines, attention to detail, problem-solving, multitasking across filings and projects, and stress management during high-pressure regulatory periods.

• Communication Demands: Strong interpersonal skills, cultural sensitivity, clear written communication for documentation and filings, verbal communication to provide guidance to internal teams (role is not client-facing on phone calls), and presentation skills to communicate updates to internal teams and leadership.

• Environmental Conditions: Position is performed in a professional office environment requiring regular computer use and standard office equipment; climate-controlled setting with typical office lighting and low to moderate noise levels; involves extended screen time, in-person collaboration and meetings, and minimal exposure to physical hazards.

• Disclaimer: This job description does not state or imply the only duties to be performed. Employees will follow other job-related instructions and perform other duties requested by management. Management may add, revise, or delete information in this job description. Reasonable accommodation will be made to enable qualified individuals with disabilities to perform essential functions. This document does not create an employment contract other than an at-will employment relationship.

• Benefits:

• Health Insurance: Medical, dental, and vision coverage.

• Retirement Plan: 401(k) with company match.

• Paid Time Off: PTO, holidays, parental leave, and sick leave as required by applicable state law.

• Other Benefits: Life insurance, short-term disability, long-term disability, employee assistance program (EAP), flexible spending account (FSA), health savings account (HSA), identity theft protection, critical illness, accident, cancer, hospital protection, legal and pet insurance.

• Final Note: No matter what size your business is, VensureHR offers comprehensive HR and technology services such as payroll, employee benefits, compliance, and recruiting.

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