People Ops Generalist

About this role

You could work anywhere. Why us? Join a pre-IPO startup with capital, traction and runway ($240M funded | 70X revenue growth in 5 years | $2T market size) Disrupt a massive market and take us to a $10B business in the next few years Be immersed in a talent-dense environment and greatly accelerate your career growth About the opportunity: We are looking for a hands-on People Ops Generalist to join our dynamic team. Reporting to our Director of HR Operations, you will support day-to-day HR operations - from new employee onboarding and HR administration to compliance and employee support- while helping us build processes that scale as we grow. You’re comfortable operating independently, researching compliance requirements, and drafting policies for leadership review. You have a solid understanding of the employee lifecycle and bring a service-first mindset to every employee interaction. Jerry .ai is building the first super app to make car ownership affordable and accessible – insurance, buy/sell, registration, loans, safety, repairs, parking, etc – a $2T market in the U.S. We started with insurance in 2019, and since then we’ve launched driving insights, repair marketplace, car diagnostics, and a GenAI-powered chatbot & voicebot. We have amassed over 5M customers, raised $240MM in funding, scaled our revenue 70X and our team to 225 across 6 countries. How you will make an impact: Own the day-to-day administration of the employee lifecycle — onboarding, offboarding, employee file management, and benefits administration Partner with hiring managers on role-specific onboarding setup and manage the compliance side of bringing on new hires (I-9 verification, state new-hire filings, benefits enrollment deadlines) Research federal, state, and local employment law requirements, monitor our systems and practices for compliance, and help draft and refine policy and procedure changes for leadership review and approval Prepare and maintain HR documents, including offer letters, employment contracts, and onboarding materials, ensuring accuracy and compliance Serve as a first point of contact for employee questions, providing guidance on HR policies and resolving day-to-day issues independently, escalating complex matters as needed Partner with People Operations Associates and HR Administrators, helping answer questions and share knowledge on policies and day-to-day processes Support employee engagement initiatives, including surveys, recognition programs, team-building events, and offsites, and help collect feedback to strengthen the employee experience Identify opportunities to streamline and document HR processes with an AI-native mindset — using AI tools to speed up research, draft documentation, and reduce manual work Preferred experience: 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 the ability to research and apply new requirements Experience in implementing and building HR automations and systems Comfortable working in HRIS platforms SHRM-CP or PHR certification preferred Who you are: Comfortable operating independently and taking ownership of day-to-day HR work with minimal oversight Exceptional verbal and written communication and interpersonal skills Solid judgment and ensures integrity, compliance, and confidentiality when handling highly sensitive information Can multitask and prioritize without compromising attention to detail in a fast-paced environment Passionate about creating a positive employee experience and isn’t afraid to roll up their sleeves While we appreciate your interest and application, due to the volume of applications we receive, only applicants under consideration will be contacted. Please note: Jerry .ai is only able to hire full-time salaried employees who currently reside in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV,

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