Job Title: People Operations Specialist – Benefits & Compliance
Pay Rate: $50 - $54/hr
Location: Remote (US)
Duration: 6-Month Assignment
Schedule: Full-Time
Summary
We are seeking a detail-oriented, operations-driven People Operations Specialist to support benefits administration and compliance execution. This contract role is heavily execution-focused and ideal for a skilled HR/People Ops generalist who thrives in ambiguity, works independently, and keeps complex processes running cleanly end-to-end.
In this role, you will directly support Benefits and Compliance operations, acting as a frontline resource for employee inquiries while ensuring accuracy, timeliness, and regulatory rigor across benefits programs and required filings.
What You’ll Do
Benefits Operations & Employee Support
- Own and resolve complex employee benefits inquiries through a ticketing system, including medical coverage issues, FSA access, and carrier appeal guidance
- Provide timely, accurate, and high-empathy support to employees
Vendor & Partner Coordination
- Troubleshoot benefits issues end-to-end in partnership with vendors, carriers, Payroll, and internal teams
- Ensure clear documentation, follow-through, and resolution tracking
Compliance & Reporting Support
- Support execution of required compliance filings and deliverables, including:
- Written Affirmative Action Program (AAP)
- EEO-1 Component 1
- VETS-4212
- Maintain accurate records and documentation for audits and regulatory requirements
Workday & Data Operations
- Ensure benefits processes and file feeds run accurately in Workday (eligibility, deductions, QLEs, exception cleanup)
- Perform benefits file maintenance, resolve rejections, and conduct audits
- Support recurring reconciliations, including monthly 401(k) deferral reconciliation with Payroll
Documentation & Process Improvement
- Manage benefits-related mail and forms (e.g., 1095-C inquiries, disability forms)
- Create and update SOPs, templates, and knowledge articles to standardize operations and reduce repeat issues
What You Bring
- 3–5+ years of experience in People Ops, HR Ops, Benefits Ops, or HR Generalist roles in fast-paced environments
- Hands-on experience supporting benefits administration and employee inquiries
- Experience executing or supporting compliance filings and maintaining high-integrity records
- Strong spreadsheet skills (VLOOKUPs, pivot tables) and comfort reconciling data and resolving discrepancies
- Proficiency with HRIS platforms (Workday preferred), ticketing systems, and Google Workspace
- Strong written and verbal communication skills with the ability to translate complex topics into employee-friendly guidance
- High attention to detail, strong follow-through, and an operations-first mindset
- Ability to work independently, prioritize effectively, and navigate ambiguity
Core Competencies
- Benefits Administration
- HR Compliance & Reporting
- Workday Operations
- Employee Support & Case Management
- Data Reconciliation & QA
- Process Documentation & Improvement
TCWGlobal is an equal opportunity employer. We do not discriminate based on age, ethnicity, gender, nationality, religious belief, or sexual orientation.
It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.
