People Ops Generalist

Jerry
Chicago, Boston, Austin, New York, Palo Alto, Los Angeles, Ontario
Workplace: RemoteFull timeUSD 80,000 - 100,000 annuallyFunction: People, HR & TalentExperience: 2-4 yearsEducation: bachelorsSkills: ["Communication","Interpersonal skills","Judgment","Confidentiality","Process improvement"]

Own day-to-day employee operations for a fast-growing, remote-first pre-IPO startup—handling onboarding, offboarding, employee records, and benefits administration. Partner with hiring managers on role-specific onboarding while managing compliance (I-9 verification, new-hire filings, enrollment deadlines). Research federal/state/local employment law basics, draft and refine policies, and serve as the first point of contact for HR questions, escalating complex issues as needed.

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Jerry
Jerry
11 hours ago

People Ops Generalist

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Last checked: 2 hours agoStatus: Live

Job Summary

Own day-to-day employee operations for a fast-growing, remote-first pre-IPO startup—handling onboarding, offboarding, employee records, and benefits administration. Partner with hiring managers on role-specific onboarding while managing compliance (I-9 verification, new-hire filings, enrollment deadlines). Research federal/state/local employment law basics, draft and refine policies, and serve as the first point of contact for HR questions, escalating complex issues as needed.
Location: Chicago, Boston, Austin, New York, Palo Alto, Los Angeles, Ontario
Workplace: Remote
Employment Type: Full time
Job Function: People, HR & Talent
Seniority: Mid level

Key Responsibilities

  • •Own day-to-day administration of the employee lifecycle, including onboarding, offboarding, employee file management, and benefits administration.
  • •Partner with hiring managers on onboarding setup and manage compliance for new hires (I-9 verification, state new-hire filings, benefits enrollment deadlines).
  • •Research employment law requirements and monitor systems/practices for compliance, supporting drafting and refining policies and procedures.
  • •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 HR questions, resolve day-to-day issues independently, and escalate complex matters; support engagement initiatives and streamline processes with AI-native tools.

Pay and Benefits

Salary: USD 80,000 - 100,000 annually
Equity and Bonus:Equity
Perks:Health InsuranceDentalVisionPaid LeavePaid Parental401kWellness Stipend

Key Requirements

  • •Bachelor’s degree in any discipline.
  • •2-4 years of hands-on HR generalist experience owning the full employee lifecycle at a small or high-growth company.
  • •Working knowledge of HR compliance and employment law fundamentals with the ability to research and apply new requirements.
  • •Experience implementing and building HR automations and systems.
  • •Comfort working in HRIS platforms; SHRM-CP or PHR preferred.
Experience:2-4 yearsPre-IPOHigh-growth
Education:Bachelor's
Skills:CommunicationInterpersonal skillsJudgmentConfidentialityProcess improvement
Certifications:SHRM-CPPHR
Tech Stack:HRISAI

Company Brief

Jerry
Provides an AI-powered AllCar™ app that helps U.S. drivers compare and buy car insurance, manage maintenance and repairs, refinance loans, and access other car-ownership services through automated, data-driven workflows.
Industry: InsurTech
Company Size: Large (251 to 1,000 employees)
Growth: Scaleup
Valuation: USD 250M to 500M
Funding: Series C
Headquarters: Palo Alto, United States
Founded: 2017
Glassdoor
Glassdoor: 4.0
WebsiteLinkedInGlassdoor