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.