People Operations Lead

WithCoverageNew York, NY
$100,000 - $125,000Onsite

About The Position

This is a rare opportunity to be the first dedicated People Operations hire at a high-growth company redefining an industry. You will not inherit a playbook -- you will write it. The People Operations Lead owns the infrastructure behind our employee experience: the systems that power how every person joins, grows, and thrives at WithCoverage. People Ops is the core of this role. You will also own our NYC office operations, admin, and facilities -- absorbing work currently fragmented across the team so that our leaders can focus on what they do best. This role sits at the center of the company and reports to our Head of Talent.

Requirements

  • 5 or more years of experience in People Operations, HR Operations, or program management, ideally at a high-growth startup
  • Owned an HR function or program end-to-end -- not just supported it -- and have the instincts and judgment to show for it
  • Deep, hands-on experience with Rippling or a comparable HRIS platform, including building automations and workflows
  • Designed or significantly improved an onboarding program from scratch
  • Systems thinker who builds processes that scale, not just solve today's problem
  • Strong project management skills and can run multi-stakeholder initiatives with minimal direction
  • Highly organized, detail-oriented, and rigorous about accuracy in sensitive data
  • Strong written and verbal communication skills and present ideas and processes with clarity
  • Comfortable owning office operations, admin, and facilities as part of a broader People Ops remit
  • Thrive in fast-paced, build-it-yourself environments. Energized by ambiguity, not slowed by it
  • An owner. Find the gaps, build the solutions, and do not wait to be told what to fix
  • High emotional intelligence -- self-aware, empathetic, and effective in cross-functional collaboration
  • Ambitious and curious. Care deeply about what you do and find joy in solving problems others find hard
  • Collaborative, organized, thoughtful, and kind

Responsibilities

  • Own and evolve the onboarding experience end-to-end, from offer acceptance through the first 90 days -- prioritizing personalization, clarity, and scalability so every new hire feels set up for success
  • Design and facilitate new hire orientations: People (HR, benefits, time off, referrals), Founder (vision, values, what we sell), product walkthrough, and systems setup
  • Build and maintain onboarding materials, checklists, and a company wiki so information is always current and easy to find
  • Partner with Recruiting and hiring managers to continuously raise the bar on the onboarding experience
  • Drive execution of performance review cycles; manage engagement survey delivery and communications; interpret results and surface insights to leadership
  • Own and administer Rippling as the system of record -- maintaining data integrity, building automations, and ensuring clean, audit-ready records
  • Co-lead the transition from our current HR Ops vendor to Rippling HR Services (launching August 2026), owning the workflows, documentation, and employee communication
  • Own ongoing HRIS management: status changes, off boarding workflows, employment verifications, and system configuration as we scale
  • Build and manage workflows for tracking all people changes throughout the year -- promotions, role changes, terminations, and off boarding -- ensuring systems and records are always accurate
  • Launch and maintain a centralized resource for employees and managers covering onboarding, off boarding, benefits, policies, and compliance
  • Lead management of our benefits programs, including open enrollment coordination, vendor relationships, employee education, and day-to-day issue resolution
  • Partner with Finance on payroll inputs, bonus processing, and reimbursements -- owning accuracy at every step
  • Maintain compliance with applicable employment requirements, policies, and documentation across our NYC office and US remote population; escalate complex matters as needed
  • Maintain all employee records, agreements, and HR documentation in a well-organized, compliant manner
  • Design and run engagement initiatives that reinforce culture, connection, and retention across our NYC office and remote team
  • Own our birthday, work anniversary, and milestone recognition program
  • Manage employee guides and wiki; build communication plans for People programs so the team is always informed and supported
  • Serve as a People Ops partner to people managers -- providing guidance on performance conversations, feedback, and day-to-day people management questions
  • Develop and maintain clear manager resources, templates, and documentation to support consistent management practices
  • Own the day-to-day NYC office experience: supplies, snacks, catering, vendor relationships, mail handling, and facilities coordination
  • Manage the full employee equipment lifecycle: procurement, setup, inventory tracking, and retrieval at off boarding
  • Coordinate with the IT vendor to ensure every employee is fully set up and supported from day one; serve as the internal point of contact for system access and tooling questions
  • Manage office budget, vendor contracts, and seating strategy as the team grows
  • Own setup and logistics for all-hands meetings, team events, and in-office programming

Benefits

  • Competitive compensation that includes equity
  • Comprehensive benefit plans for medical, dental, vision, life, and disability
  • Pre-tax accounts (FSA, HSAs, dependent care FSAs, commuter savings)
  • Human Interest: 401(k) provider
  • Flexible time off, sick leave, family and medical leave, major national holidays
  • A curated in-office employee experience, designed to foster community, team connections, and innovation
  • Collaborative, transparent, and fun culture
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