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Jerry.ai is a pre-IPO fintech startup building an AI-powered super app for car ownership, covering insurance, buying/selling, registration, loans, repairs, and more. The company has raised $240M, achieved 70X revenue growth in 5 years, serves 5M+ customers, and operates across 6 countries with 225 employees.
You will join as an HR Generalist reporting to the Director of HR Operations, owning day-to-day HR operations and helping build scalable processes as the company grows. This is a hands-on role where you'll operate independently, research compliance requirements, and draft policies for leadership review.
Key responsibilities include:
- Managing the full employee lifecycle: onboarding, offboarding, file management, and benefits administration
- Partnering with hiring managers on role-specific onboarding and handling compliance for new hires (I-9 verification, state filings, benefits enrollment)
- Researching federal, state, and local employment law requirements; monitoring systems and practices for compliance; drafting and refining policy changes
- Preparing and maintaining HR documents (offer letters, employment contracts, onboarding materials) with accuracy and compliance focus
- Serving as first point of contact for employee HR questions, providing guidance and resolving issues independently, escalating complex matters as needed
- Supporting People Operations Associates and HR Administrators with policy and process knowledge
- Supporting employee engagement initiatives (surveys, recognition programs, team-building, offsites) and collecting feedback
- Identifying opportunities to streamline HR processes using AI tools for research, documentation, and reducing manual work
The role offers the opportunity to work in a talent-dense, fast-growing environment with significant runway and a clear path to scale. Jerry.ai is remote-first but also has offices in Palo Alto, New York City, Chicago, and Toronto if you prefer hybrid or in-person work.
REQUIREMENTS:
- Bachelor's degree in any discipline
- 2–4 years of hands-on HR generalist experience, ideally at a small or high-growth company where you owned the full employee lifecycle
- Working knowledge of HR compliance and employment law fundamentals, with ability to research and apply new requirements
- Experience implementing and building HR automations and systems
- Comfortable working in HRIS platforms
- SHRM-CP or PHR certification preferred
Desired qualities: independent operator with minimal oversight; exceptional verbal and written communication; solid judgment with integrity and confidentiality; ability to multitask and prioritize in a fast-paced environment; passion for creating positive employee experience.
