Overview
Base pay range: $45,000.00/yr - $55,000.00/yr
Direct message the job poster from Oscar
People Operations Leader @ Oscar USA | Building High-Performance Teams | Join Our Journey!
Job Title: HR & Onboarding Assistant | Location: Austin, TX (Onsite) | Salary Range: $45,000 - $55,000/year, plus full benefits
Why Join Oscar?
- Full medical, dental, vision insurance (100% employer-paid)
- Short & long-term disability, life insurance
- Generous paid time off: 20 days PTO + national holidays + company shutdown between Christmas & New Year's
- 12pm Fridays every week + flexible hours
- Health & wellness perks (gym membership options, mental health support, etc.)
- A collaborative, high-growth environment where your contribution makes a direct impact
Role Overview
You'll serve as a key HR/Admin partner for both contractors and internal staff. The "contractor care" side will feel like HR - managing onboarding, compliance, time & attendance, and contractor queries. You will also support internal employee HR processes (payroll, benefits, term/offer letters, etc.). You will be the first point of contact for many HR and contractor related issues, working closely with Leadership, HR, Ops, Payroll, and Sales.
Key Responsibilities
- Manage contractor care: timesheets, contractor onboarding (contracts, background & compliance checks), contractor classification (W2, 1099, C2C, LLC matters)
- Handle internal HR support: new hire and termination workflows, internal offer/term letters, system access/logins, staff onboarding emails
- Maintain compliance documentation: I-9, E-Verify, multi-state payroll compliance, contractor paperwork
- Support benefits enrollment and follow-ups for contractors and staff
- Monitor & resolve payroll discrepancies for contractors & employees
- Own shared HR/contractor email inboxes; respond to queries in a timely, service-oriented manner
- Maintain accurate employee/contractor records and folders
- Reporting: prepare standard HR/contractor reports (e.g. status of onboarding, missing timesheets, compliance metrics)
What We're Looking For
- Proven administrative experience (HR, onboarding etc.), preferably with contractor or staffing exposure
- Understanding of employment classification types (W2, 1099, C2C, LLC) and multi-state compliance
- Strong attention to detail, able to follow existing processes reliably
- Comfortable learning and using HRIS / payroll systems (e.g. Paychex, Mercury, etc.)
- Good communicator: responsive, approachable, and able to manage internal and external stakeholder expectations
- Ability to take initiative within defined scope and escalate when needed
Reporting & Growth
- Reports directly to the Director of People Operations
- Entry point role with opportunity to specialize (Contractor HR, Compliance, Payroll)
- As Oscar grows, this role may evolve into more senior or specialist HR/Contractor Ops functions
Desired Skills and Experience
Skills
- HR administration (onboarding, terminations, payroll adjustments)
- Contractor HR support (W2, 1099, C2C, LLC classifications)
- Payroll/HRIS systems (Paychex, BambooHR, MercuryCRM, or similar)
- Benefits administration and enrollment
- Document management & reporting (Excel, HR reports, file accuracy)
- Customer service & communication (internal staff and external contractors)
- Detail orientation & process discipline
- Problem-solving and issue resolution
Experience
- 1-3 years in an HR, Payroll, or Onboarding support role (staffing/recruitment industry exposure is a plus)
- Hands-on experience with onboarding, contracts, or HR compliance processes
- Familiarity with HRIS or payroll systems (training provided if new)
- Exposure to multi-state HR/payroll environments preferred
- Strong administrative background with a track record of accuracy and responsiveness
Oscar Associates Limited (US) is acting as an Employment Agency in relation to this vacancy.
Seniority level
- Entry level
Employment type
- Full-time
Job function
- Administrative, General Business, and Human Resources
Industries
- Administrative and Support Services, Office Administration, and Staffing and Recruiting
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Inferred from the description for this job
Medical insurance
Vision insurance
401(k)
Paid maternity leave
Paid paternity leave
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