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'll 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)
Compliance (I-9, E-Verify, multi-state employment)
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.