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Trulieve · 15 hours ago

Benefits Specialist

Arizona, United States

Full-time

Hybrid

Mid Level

3+ years exp

Trulieve is a company focused on providing comprehensive benefits and support for its employees. The Benefits Specialist will administer health and welfare programs, manage FMLA/ADA cases, and perform accounting reconciliations related to benefits, ensuring compliance with regulations while collaborating with various departments.

Alternative MedicineCannabisHealth CarePharmaceutical

Hiring Manager

Sara Wilcox

Responsibilities

Administer day-to-day operations of medical, dental, vision, HSA/FSA, life/AD&D, disability, COBRA, EAP, and retirement plans

Manage eligibility events (new hires, QLEs, life‑event audits), enrollments, terminations, and data loads between HRIS, payroll, and benefit carriers

Provide tier‑2 employee support, resolving complex coverage and claims escalations with carriers/TPAs

Coordinate annual open enrollment: timelines, testing, communications, rates, plan setup, and post‑OE audits

Maintain plan documents, SBCs, and intranet content, draft employee communications, and FAQs

Track and audit payroll deductions; research discrepancies across HRIS, payroll, and carrier files

Support wellness initiatives

Answer all incoming tickets and handle inquiries whenever possible or redirect as appropriate

Assist in the planning and preparation of meetings, conferences, and conference calls

Maintain a friendly and professional demeanor and be quick to offer assistance or support as often and as regularly as needed

Act as a primary point of contact for FMLA and company leave programs; ensure accurate eligibility determinations, notices, tracking, and return‑to‑work coordination

Lead ADA interactive process: intake, documentation, essential functions review, accommodation analysis, approvals/denials, and follow-up

Partner with managers, Safety, and Legal on complex or overlapping cases (e.g., workers’ comp, state leave, ADA)

Maintain meticulous case files and confidentiality; ensure timely communication and legally compliant documentation

Monitor regulatory changes; recommend policy/process updates and manager education

Perform monthly benefits invoice and premium reconciliations against payroll deductions and eligibility files; prepare variance explanations and submit for approval

Track retroactivity (new hires, QLEs, terminations), coordinate refunds/collections, and post journal entries in partnership with Finance

Support 401(k)/retirement plan funding confirmations and withdrawal deduction audits to ensure continuous compliance

Maintain reconciliation checklists, process narratives, and control evidence for audit readiness (internal/external)

Assist with ERISA/ACA/COBRA compliance, Section 125, HIPAA privacy, and nondiscrimination testing

Contribute data and documentation for ACA reporting (1094/1095), annual Form 5500 filings, and nondiscrimination tests

Prepare routine and ad‑hoc reports (enrollment, leaves, costs, trends, KPIs); ensure data integrity and version control

Qualification

Benefits AdministrationFMLA/ADA Case ManagementAccounting ReconciliationData AnalysisCompliance KnowledgeMicrosoft Office SuiteBilingual (Spanish)Communication SkillsProblem-Solving SkillsOrganizational SkillsInterpersonal SkillsSelf-MotivatedAttention to Detail

Required

High School Diploma required, AA or BS Degree (Preferred). Experience instead of degree will be considered

3-6 years relevant experience, preferably in HR with FMLA, ADA, Benefits, and HRIS experience

3-6 years of data analysis experience preferred

1-2 years of exposure to accounting reconciliation or payroll/benefits accounting tasks

Must possess a valid driver's license and good driving record

Must be a minimum of 21 years of age

Must complete a comprehensive background screening

Leads with empathy and provides solution-oriented support

Attention to detail for reconciliation, audit trails, and SOX-aligned discipline

Possesses high integrity to make sound decisions with private health information and personnel data, in accordance with HIPPA regulations and standards

Excellent communication skills for cross-department collaboration with HRBP, Payroll, Finance, and Legal

Possesses a continuous improvement mindset to document processes and propose efficiency gains

Possess computer proficiency, speed, and knowledge of Microsoft Office Suite and SharePoint

Excellent organizational, communication, and interpersonal skills, both written and oral

Self-driven and able to manage multiple and changing priorities with little direction and supervision

Strong problem-solving and decision-making skills with the ability to develop multiple solutions to an issue and make valid recommendations for resolution

Ability to prioritize, manage time appropriately, and multitask under pressure

Ability to learn new tasks quickly

Self-motivated attitude with excellent work ethic