People Ops & Benefits Specialist

Antithesis•Vienna, VA

About The Position

Antithesis is growing fast, and the people experience behind that growth is one of the most critical steps in building a successful organization. We're looking for an HR Generalist who is also a genuine benefits expert. Someone who brings structure and warmth to onboarding and offboarding, knows open enrollment inside and out, and has a natural instinct for building the kind of culture people want to be part of. This is a hands-on, mid-level role where you'll own critical people operations day to day. You'll be a trusted resource for employees across the company and a close partner to the VP of People. You're someone who doesn't wait to be asked, who sees a gap and fills it, and who takes real pride in making the employee experience feel effortless. This is a fun but demanding role

Requirements

3 to 6 years of HR experience, with a meaningful chunk of that time spent owning benefits administration and open enrollment.
Deep working knowledge of benefits programs, carrier relationships, broker partnerships, and compliance requirements (ACA, COBRA, ERISA, HIPAA).
Hands-on Rippling expertise, you know the platform well and can build workflows, run reports, and troubleshoot without a lot of hand-holding.
A track record of running smooth, high-quality onboarding and offboarding experiences that employees remember positively.
High integrity, discretion, and sound judgment when handling sensitive employee information.

Nice To Haves

Familiarity with international HR or EOR setups.
UK Benefits experience

Responsibilities

Own the full onboarding experience from offer acceptance to day-one readiness, including Rippling setup, equipment coordination, paperwork, and welcome communications.
Design and continuously improve a structured new hire program that gets people ramped up, connected, and excited about being at Antithesis.
Run offboarding with the same level of care: exit interviews, system access removal, final pay coordination, and knowledge transfer logistics.
Be the face of the employee lifecycle, making sure every person who joins or leaves has a great experience.
Own benefits administration end to end, including health, dental, vision, life, disability, FSA/HSA, and any supplemental programs.
Lead open enrollment from strategy through execution: communicate plan options clearly, field employee questions, coordinate with brokers and carriers, and ensure a smooth close.
Serve as the primary point of contact for all benefits-related questions, claims issues, and escalations.
Stay current on benefits trends, compliance requirements
Manage relationships with benefits brokers, vendors, and carriers and hold them accountable to service standards.
Own Rippling as the day-to-day system of record: maintain accurate employee data, manage workflows, and use the platform to automate and improve HR processes wherever possible.
Support leave of absence administration (FMLA, state leave, parental leave) and coordinate with payroll as needed.
Keep HR policies and documentation current and easy to find.
Maintain data integrity and reporting in Rippling to support headcount tracking, compliance, and decision-making.