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People Ops Generalist

Jerry - Remote - Remote - posted 2026-09-29

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Jerry.ai is building an AI-powered platform to manage car ownership—insurance, buying/selling, registration, loans, repairs, and more—across a $2T market. The company has raised $240M, achieved 70X revenue growth in 5 years, amassed 5M+ customers, and scaled to 225 employees across 6 countries. They are pre-IPO with profitability achieved in 2024. You will join as a People Ops Generalist reporting to the Director of HR Operations. This is a hands-on role supporting day-to-day HR operations at a high-growth, talent-dense startup. You will own the full employee lifecycle from onboarding through offboarding, manage HR administration and compliance, and help build scalable processes as the company grows. Key responsibilities include: - Managing employee 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 policy and procedure changes for leadership review - 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 on policies and resolving day-to-day issues independently, escalating complex matters as needed - Partnering with People Operations Associates and HR Administrators to share knowledge on policies and processes - Supporting employee engagement initiatives (surveys, recognition programs, team-building, offsites) and collecting feedback - Identifying opportunities to streamline and document HR processes using AI tools to speed up research, draft documentation, and reduce manual work You will operate independently with minimal oversight, bringing a service-first mindset and solid judgment to sensitive HR matters. The role requires exceptional communication, multitasking ability, and attention to detail in a fast-paced environment. 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 Note: Jerry.ai can only hire full-time salaried employees currently residing in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada.

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