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

Oscar Associates Limited (US) is acting as an Employment Agency in relation to this vacancy.