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People Systems Lead

openai

Híbrido San Francisco
Advertising

Job Score

90 pts
Hybrid model (+80) Advertising (+10)

About the Team

The People Technology team builds and operates the systems that support how OpenAI hires, develops, and supports its people. The team brings together People Systems and People Innovation Labs, a product engineering group focused on rethinking how we find and retain exceptional talent and help employees do their best work.

People Systems owns the company’s core people-technology ecosystem, including platforms such as Workday and Ashby. People Innovation Labs builds new employee and People Team experiences on top of that foundation, including OpenHouse, our internal employee hub, and AI-powered products and automations.

Together, we are working toward a model in which our enterprise systems provide reliable data, controls, and core business logic, while employees and managers can complete more of their work through simple, integrated, and AI-native experiences.

About the Role

We are looking for a People Systems Lead to manage the People Systems team and shape how our core systems evolve.

You will be responsible for the reliability and effectiveness of our current environment while helping us move beyond the constraints of traditional enterprise software. This includes stabilizing and improving platforms such as Workday and Ashby, designing the integrations that connect them to the broader technology ecosystem, and partnering with People Innovation Labs to surface workflows through OpenHouse, Slack, and AI-powered experiences.

This role requires someone who is comfortable moving between strategy, technical design, and team leadership. You should understand People systems deeply, be able to work through integration and architecture decisions with engineers, and translate complex organizational needs into scalable solutions. You will also manage vendor relationships, develop the People Systems team, and drive alignment across People, Engineering, Finance, Security, Legal, and other partners.

This role could be a fit for someone who has grown up in People Systems and developed strong technical depth, or someone with an engineering, product, or integration-platform background who has meaningful experience with HR technology. We care more about your ability to rethink how these systems should work than whether you have followed a traditional People Systems career path.

In this role, you will

  • Lead and develop the People Systems team, creating clear ownership, strong operating practices, and opportunities for people to grow.

  • Set the strategy and roadmap for OpenAI’s People systems, balancing immediate operational needs with longer-term architectural change.

  • Own the configuration, reliability, and ongoing operation of core platforms, including Workday and Ashby.

  • Lead complex systems initiatives that span multiple teams and translate organizational needs into scalable technical solutions.

  • Design and guide integrations across People systems, internal products, data platforms, and the broader company technology ecosystem.

  • Partner closely with People Innovation Labs to build employee and manager experiences on top of enterprise back ends.

  • Help move the People technology ecosystem toward a more headless model, allowing workflows to be surfaced through OpenHouse, Slack, and AI agents while preserving appropriate systems of record and controls.

  • Improve the stability and effectiveness of critical People systems.

  • Strengthen data quality, security, auditability, controls, and operational readiness as the company scales.

  • Lead vendor relationships, including product strategy discussions, quarterly business reviews, performance management, and escalations.

  • Build alignment across People, Engineering, Finance, Security, Legal, and other stakeholders.

  • Communicate technical choices, risks, and tradeoffs clearly to senior leaders.

You might thrive in this role if you

  • Have deep experience with People systems and the workflows they support, ideally including significant Workday experience.

  • Have led a People Systems, HR technology, enterprise applications, or similarly technical systems team.

  • Have hands-on experience designing and managing integrations rather than only administering vendor tools.

  • Can reason about APIs, data flows, system boundaries, permissions, reliability, and failure handling.

  • Have built or supported custom interfaces, workflow layers, or internal products on top of enterprise systems.

  • Approach systems work with a product mindset and look beyond the default experience provided by a vendor.

  • Can translate ambiguous business needs into clear systems requirements and scalable solutions.

  • Have developed and delivered a systems roadmap involving multiple teams, dependencies, and competing priorities.

  • Work effectively with engineers and can challenge technical assumptions without needing to write every component yourself.

  • Have led complex vendor relationships and know how to use business reviews, product feedback, and performance measures to improve outcomes.

  • Can balance innovation with the reliability, security, and controls required of systems that support payroll, recruiting, compensation, and other critical processes.

  • Are an experienced people manager who sets clear expectations, coaches senior team members, and addresses performance issues directly.

  • Communicate clearly with both technical and nontechnical audiences and can drive decisions across groups with different priorities.

  • Are excited to explore how AI can change the way enterprise systems and People teams operate.

Direct experience with every platform in our environment is not required. We are interested in candidates from People Systems, engineering management, enterprise product, and integration-platform backgrounds who can bring both technical credibility and a strong understanding of how People systems work.

About OpenAI

OpenAI is an AI research and deployment company dedicated to ensuring that general-purpose artificial intelligence benefits all of humanity. We push the boundaries of the capabilities of AI systems and seek to safely deploy them to the world through our products. AI is an extremely powerful tool that must be created with safety and human needs at its core, and to achieve our mission, we must encompass and value the many different perspectives, voices, and experiences that form the full spectrum of humanity. 

We are an equal opportunity employer, and we do not discriminate on the basis of race, religion, color, national origin, sex, sexual orientation, age, veteran status, disability, genetic information, or other applicable legally protected characteristic.

For additional information, please see OpenAI’s Affirmative Action and Equal Employment Opportunity Policy Statement.

Background checks for applicants will be administered in accordance with applicable law, and qualified applicants with arrest or conviction records will be considered for employment consistent with those laws, including the San Francisco Fair Chance Ordinance, the Los Angeles County Fair Chance Ordinance for Employers, and the California Fair Chance Act, for US-based candidates. For unincorporated Los Angeles County workers: we reasonably believe that criminal history may have a direct, adverse and negative relationship with the following job duties, potentially resulting in the withdrawal of a conditional offer of employment: protect computer hardware entrusted to you from theft, loss or damage; return all computer hardware in your possession (including the data contained therein) upon termination of employment or end of assignment; and maintain the confidentiality of proprietary, confidential, and non-public information. In addition, job duties require access to secure and protected information technology systems and related data security obligations.

To notify OpenAI that you believe this job posting is non-compliant, please submit a report through this form. No response will be provided to inquiries unrelated to job posting compliance.

We are committed to providing reasonable accommodations to applicants with disabilities, and requests can be made via this link.

OpenAI Global Applicant Privacy Policy

At OpenAI, we believe artificial intelligence has the potential to help people solve immense global challenges, and we want the upside of AI to be widely shared. Join us in shaping the future of technology.

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About Advertising

The Advertising area is aimed at the planning, creation, and delivery of communication campaigns to promote brands, products, ideas, or services. Professionals in the sector work in advertising agencies or in-house marketing departments in creative fields (art direction, copywriting), strategic planning, account management, and media buying.

Discover Other Areas

Understand the scope of work, key skills, and tools used in different career areas.

About Project Manager

The Project Manager is the professional responsible for planning, executing, and controlling projects end-to-end, ensuring they are delivered on time, within budget, and with the expected quality. With the growing complexity of businesses, project management professionals are fundamental to organizational success.

Key skills include planning and scheduling, scope, cost, risk, quality, and resource management, stakeholder communication, cross-functional team leadership, and use of agile and traditional methodologies. Certifications like PMP, PRINCE2, and Six Sigma are important differentiators.

Project Managers in technology companies are highly valued, especially those who master agile methodologies (Scrum, Kanban), tools like Jira and MS Project, and can deliver complex projects efficiently. The field offers opportunities from project analyst to head of PMO, with a focus on execution, governance, and business value.

About Software Development

Software Development is one of the most dynamic and constantly evolving fields in the job market. Professionals in this area are responsible for creating, maintaining, and optimizing web, mobile, and desktop applications that impact millions of users daily.

Key languages and frameworks include JavaScript (React, Node.js, Vue.js), Python (Django, Flask), Java (Spring), PHP (Laravel), and TypeScript. Demand for full-stack developers continues to grow, especially in tech companies and startups.

Salaries range from entry-level to senior positions, with growing opportunities for remote work and international freelancing.

About Frontend

The Frontend area is responsible for creating the visual interfaces that users interact with on websites and web applications. Frontend professionals combine technical skills with design to deliver intuitive, responsive, and accessible digital experiences.

Key skills include HTML, CSS, JavaScript/TypeScript, frameworks like React, Angular, and Vue, build tools (Webpack, Vite), CSS (Tailwind, Sass), testing (Jest, Cypress), and knowledge of web performance and accessibility (WCAG). Familiarity with design systems and reusable components is a differentiator.

Frontend developers in technology companies are highly valued, especially those who master React, Next.js, web performance, and accessibility. The field offers opportunities from junior developer to frontend architect, with a focus on user experience, performance, and code quality.

About Web Master

The Web Master is the professional responsible for maintaining, securing, and ensuring the technical performance of websites and web applications. They manage servers, hosting infrastructure, uptime monitoring, and ensure everything runs fast and reliably.

Key skills include server management (Apache, Nginx), hosting (AWS, Google Cloud, Azure), CDN (Cloudflare), SSL, DNS, web security (WAF, firewall), performance (Core Web Vitals, cache, compression), and versioning (Git, CI/CD). Knowledge of Docker, WordPress, cPanel, and monitoring (Sentry, New Relic) is a differentiator.

Web Masters in technology companies are highly valued, especially those who master DevOps, SRE, and can guarantee uptime and performance at scale. The field offers opportunities from junior webmaster to SRE and infrastructure engineer, with a focus on reliability, security, and speed.

About Engineering

Software Engineering goes beyond traditional development, focusing on scalability, performance, and system architecture. Software engineers are responsible for designing infrastructures that support millions of simultaneous users.

Skills include microservices architecture, DevOps, cloud computing, application security, and performance optimization. Knowledge of containerization (Docker, Kubernetes) and CI/CD is increasingly required.

Senior software engineers are rare and highly compensated professionals, with opportunities at major global tech companies.

Career Guides

Technology Career Guide

Planning, skills, interviews, and professional growth in IT, Data Science, DevOps, and Product.

Read full guide →

Design Career Guide

UX/UI, Graphic Design, Product Design. Portfolio, tools, interviews, and growth in the Design field.

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Marketing Career Guide

SEO, Paid Media, Growth, Content Marketing. Certifications, tools, and strategies to grow in Digital Marketing.

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Finance Career Guide

Financial market, investments, corporate finance, certifications, and strategies to grow in the financial field.

Read full guide →

Communication Career Guide

Journalism, PR, Corporate Communication, Content Marketing, and Multimedia Production.

Read full guide →

Administration Career Guide

Business Management, HR, Logistics, Consulting, Project Management, and Entrepreneurship.

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Data Career Guide

Data Science, Data Engineering, BI, Machine Learning, and AI. From training to the job market.

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Product Career Guide

Product Management, Product Ownership, Agile, Scrum, and OKRs. From strategy to execution.

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Tech & Remote Glossary

Stop getting lost in interviews and job descriptions

The job market, especially within tech and global companies, has developed its own dialect. Not understanding these acronyms can make you lose valuable opportunities or poorly negotiate your contract. To end this problem, we created the Definitive Glossary for the Remote Professional.

🏢 Work Models & Routine

Async (Asynchronous Work)
A communication model where responses don't need to be immediate. Instead of back-to-back meetings, the team relies on well-structured documents, threads, and messages. It's the gold standard for global companies spanning multiple time zones.
Sync (Synchronous Work)
The opposite of Async. It requires the team to be online and available at the same time for meetings, live chats, and real-time collaboration.
Daily / Stand-up
A quick daily meeting (usually 15 minutes) common in Agile (Scrum) methodologies. The team answers three questions: What did I do yesterday? What will I do today? Are there any blockers?
All-Hands / Town Hall
A company-wide meeting involving all employees. Usually led by the founders (C-Levels) to present results, new goals, and answer team questions.
1:1 (One-on-One)
A recurring individual meeting between a professional and their direct manager. It is used for career alignment, feedback, and problem-solving, not just for project status updates.

💰 Contracts, Benefits & Compensation

PTO (Paid Time Off)
Instead of strict, categorized leave policies, modern US companies usually offer a flexible pool of days (e.g., 20 days of PTO, or even "Unlimited PTO") that you can use for vacations, sick days, or personal matters, while receiving your regular compensation.
Equity / Stock Options
Company ownership. The startup offers you the right to buy shares at a heavily discounted strike price in the future. If the company grows, goes public, or is acquired, these shares can be highly lucrative.
Vesting (Vesting Schedule)
The rule that controls your Equity. It usually lasts 4 years. You don't get all the shares on day one; you "earn" them gradually as you stay with the company. A "1-year Cliff" means you must stay for at least one year to receive your first batch of shares.
RSUs (Restricted Stock Units)
Unlike Stock Options (where you have the right to buy the stock), RSUs are actual shares the company grants you as a bonus or part of your compensation package, following a strict Vesting schedule.
Independent Contractor (1099 / B2B)
The most common international hiring model for global talent working for US companies. You act as a service provider (business-to-business), receiving the gross salary (often six-figure compensation) without standard local payroll tax deductions at the source.

🤖 Recruitment & Hiring Process

ATS (Applicant Tracking System)
The "robot" that reads your resume. Software like Greenhouse, Ashby, and Workday are used to filter candidates by keywords before a human even looks at the document. (Pro tip: this is why your resume must be clean, semantic, and have the right keywords).
JD (Job Description)
The document that lists the responsibilities, technical requirements, and benefits of the open position.
Cultural Fit
The interview stage that evaluates if your core values, communication style, and worldview align with the company's culture. This is the ultimate test of your Soft Skills.
Onboarding
The integration process. It's the period of your first few weeks at the company, where you get your access credentials, learn about the culture, study the internal documentation, and understand how the product works.

🚀 How to use this to your advantage?

The secret isn't just knowing what these acronyms mean, but using them actively. If during an interview for a premium tech role you ask, "How does your PTO policy and Vesting schedule work?", the recruiter will immediately perceive you as a high-level professional, familiar with the global market standards.

The remote job market requires preparation. And having the right vocabulary is the first big step to securing six-figure proposals and standing out among thousands of applicants.

Expert Tip

How n8n and Automation Open Doors to Premium Jobs

The Paradigm Shift in Web Development

The web development market has matured. A few years ago, mastering a traditional stack (like MERN or LAMP) was enough to secure a highly sought-after role. Today, the corporate landscape — especially in US startups hiring globally and offering six-figure compensation — demands speed and operational efficiency. It's no longer just about building from scratch, but knowing how to integrate complex ecosystems rapidly.

According to Gartner, hyperautomation is one of the top strategic technology trends of the decade. The modern developer must be an integration architect, capable of connecting CRMs, databases, AI APIs, and payment gateways in a matter of hours, not weeks. This is exactly where n8n becomes an indispensable tool in your portfolio.

Why n8n? The Power of "Fair-Code"

n8n is a node-based workflow automation tool. Unlike competitors aimed at non-technical users (such as Zapier or Make), n8n was designed with the developer in mind first. It allows raw JavaScript injection for complex data manipulation, custom HTTP requests, and, most importantly, features a fair-code licensing model that allows it to be self-hosted on a company's own infrastructure.

For technical recruiters and CTOs, a candidate who masters n8n demonstrates maturity. It proves that you understand SaaS cost reduction and value the security and sovereignty of the company's data.

Practical Tips to Land Your Next Role

If you want your resume to pass rigorous ATS (Applicant Tracking System) screening — like Greenhouse or Ashby — and reach the hands of Tech Leads, here are the core skills you should highlight when associating Web Development with n8n:

  • Mastery of Webhooks and RESTful APIs: The foundation of automation is system communication. Demonstrate your ability to create n8n workflows that listen to native Webhooks from your application (e.g., a checkout event in a Next.js e-commerce app) and trigger subsequent actions with low latency.
  • Hosting and Docker: n8n's biggest differentiator is self-hosting. In your resume, mention your ability to package and orchestrate n8n instances using Docker and Docker Compose. Familiarity with Cloud providers (AWS, GCP, or DigitalOcean) to deploy these instances is a massive bonus.
  • Advanced JSON and JavaScript Manipulation: Show that you don't rely solely on pre-built integrations. Using the "Code" node in n8n to transform large JSON payloads using raw JavaScript or TypeScript is what separates a regular user from an automation engineer.
  • Error Handling and Resilience: Systems fail. APIs go down. An amateur automation will break a company's process. In your portfolio, document how you use Error Trigger nodes to build automated retries and send alerts to Slack/Discord when an integration fails.

Your Portfolio is the Ultimate Proof

Just listing "n8n" in the skills section of your resume isn't enough. Create a repository on GitHub containing a real-world use case. For example: export the JSON file of an n8n workflow that reads new leads from a PostgreSQL database, enriches the data using the OpenAI API, and sends them to a CRM. Add a detailed README.md explaining the architecture. This is the ultimate bait for Senior roles.

References and Further Reading