HR & Onboarding Assistant

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.