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People Operations Generalist

airCFO
Department:HR
Type:REMOTE
Region:USA
Location:Cleveland, OH
Experience:Not specified
Skills:
PEOPLE OPERATIONSHRISONBOARDINGOFFBOARDINGCOMPLIANCEEMPLOYEE HANDBOOKSMULTI-STATE COMPLIANCE
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Job Description

Posted on: August 25, 2026

🚀 Our mission

airCFO helps startups succeed.

At airCFO, we partner with the world's most impactful startups to build their visions of the future.

Our full-stack team of experts in Finance, Accounting, People Ops, and Tax minimizes compliance and financial risks, providing founders with peace of mind. Our vision is to become the premier workplace for startup-minded professionals, serving as a best-in-class advisor to hundreds of high-growth startups.

🧑‍🚀 Your role in our mission

If you have a passion for working with fast-growing tech startups in a distributed work environment come join our People Advisory Team!

As our People Operations Generalist, your mission is to be the tactical delivery engine that helps high-growth startups run clean, compliant, scalable People Operations. This is a hands-on, client-facing role that reports to a People Operations Lead. You'll own a fixed client portfolio, field incoming requests, support tactical delivery across higher-complexity engagements, and partner closely with our People Operations Managers and Payroll Specialists so client work is completed end-to-end.

Responsibilities

  • Complete onboarding and offboarding administration for incoming client requests, ensuring details are accurate, timely, and well-documented – including employee communications, task tracking, and termination documents.
  • Manage and maintain essential client employment data within the People Operations tech stack, and act as a liaison between clients and HRIS providers to troubleshoot issues and keep implementation or optimization work moving.
  • Conduct People Ops audits to maintain accurate employment records and surface compliance gaps before they become client issues.
  • Draft and maintain policies, employee handbooks, templates, checklists, and client documentation to help clients stay compliant with state and federal regulations and to make delivery more consistent across the service line.
  • Support federal and multi-state compliance research, organizing documentation and escalating nuanced recommendations for review.
  • Support People Advisory Managers on higher-complexity clients by preparing materials, drafting recommendations, and keeping projects moving; escalate strategic or higher-complexity decisions with clear notes and proposed next steps.
  • Partner closely with Payroll Specialists – providing payroll-adjacent support, backstopping urgent items, and coordinating on onboarding/offboarding data entry during high-volume periods.
  • Own federal and multi-state employment law compliance monitoring – track regulatory and legislative changes, determine which clients are impacted, and draft and send client communications advising on the change and any action needed to ensure compliance.
  • Flag risks, scope creep, bottlenecks, or client breakpoints early; help reinforce scope and hours caps, service boundaries, and clean handoffs.
  • Help improve client handoffs by documenting context, playbooks, and open items so work can be picked up smoothly by anyone on the team.

🔭 Explore this opportunity if…

You’ve had the following experiences in your career

  • You have worked in a fast-growing, fully distributed startup, or supported multiple scaling companies at once.
  • You have owned day-to-day People Operations work and know how to move quickly without sacrificing accuracy.
  • You have supported onboarding, offboarding, HRIS administration, compliance, benefits, payroll-adjacent work, or full employee lifecycle operations.
  • You have worked directly with founders, operators, or senior stakeholders and can translate messy context into clear next steps.
  • You enjoy building repeatable processes, documentation, templates, and systems while still operating in a scrappy environment.
  • You are excited by a role that starts with tactical execution and grows into deeper advisory ownership over time.

The following statements describe you

  • 3+ years of HR/People Operations experience, ideally in a startup, tech, consulting, or multi-client environment
  • Strong People Operations fundamentals across employee lifecycle administration, compliance, HRIS hygiene, documentation, and client communication
  • Payroll exposure or willingness to build payroll fluency; direct experience with payroll platforms is a plus
  • Excellent written and verbal communication skills, including comfort asking clarifying questions and surfacing risks early
  • Strong analytical, organizational, and problem-solving skills with high attention to detail
  • Ability to work independently and collaboratively in a fast-paced remote environment with evolving systems and priorities
  • Coachability, curiosity, and comfort operating in a service line that is still being built and standardized
  • Willingness to work across a variety of time zones
  • Experience with tools like Rippling, Gusto, Justworks, Notion, Slack, and Google Workspace
  • Passion for startups and for helping founders build people foundations that can scale

⭐ Our North Stars

At airCFO we strive to be living examples of our values. Each day we strive to actionably demonstrate these values through our processes, interactions, and output. Here is a look at our values:

✔️ Fully Accountable

Growth Mindset | Quality Focus | Dedication to Craft | Pride | Impact | Ownership | Founder Mentality | Balance

🧠 Startup Mindset

Adaptable | Disruptive | Innovative | Intellectual Curiosity | Scrappiness

💪 Strength in Numbers

Diversity | Collaboration | Respectful Disagreement | No ego | 'All for One' | Openness to Feedback

Founder Focus

Mindfulness | Thoughtfulness | Proactiveness | Helpfulness | Empathy

🌐 Global Connection

Remote Work | Diversity | Cultural Intelligence | Empowerment | Flexibility

❓ FAQ

  • What is the interview process?
    • Apply by following the link at the top or bottom of this page
    • Complete our brief technical challenge that consists of a few prompts to measure technical skills
    • First Round: Interview with Charisma, People Advisory Manager
    • Second Round: Interview with Kati, People Advisory Lead
    • Final Round: Interview with Brit, Chief People Officer
    • Get an offer 🎉
  • What is the compensation package?
    • $55,000 - $75,000
    • If you like the look of the role but the above isn't the range you're looking for, you can still apply to ask whether we can match your expectations.
  • What perks/benefits do you offer?
    • Flexible PTO
    • Comprehensive medical, dental, and vision benefits to cover you and any dependents
    • 401(k) plan
    • $1,000 Home Office Stipend to get you set up with everything you need for fully remote work!
    • A monthly Work From Home stipend added to each paycheck
  • Do you sponsor visas?
    • Unfortunately, we do not offer visa sponsorship at this time
  • My question isn't answered here!
    • We're here to help! Send an email to people-ops@aircfo.com
Originally posted on LinkedIn

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