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Chief of Staff (Strategic Initiatives), People Team

GitHub

Remote · USJob$123–326K/yrSeen todaySeen in employer's feed today

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At a glance

Compensation
$123–326K/yr
Location
Remote · US
Work Authorization
Not specified

Olive focuses on jobs in the United States, including remote roles you can work from there.

Job overview

The Chief of Staff partners with GitHub’s Chief People Officer to connect strategy, talent, operating priorities, and execution. The role shapes ambiguous strategic initiatives, supports the People Leadership Team, and aligns GitHub with Microsoft where it creates advantage while preserving GitHub’s agility. It uses business insight, data, and analytics to inform recommendations and helps the People organization anticipate change and focus on business impact.

Skills & qualifications

RequiredNice to have

Skills

Business Strategy, requiredBusiness Operations, requiredManagement Consulting, requiredCorporate Development, requiredTransformation, requiredExecutive Advising, requiredLeadership Influence, requiredChange Leadership, requiredChief of Staff, nice to haveStrategy and Operations, nice to havePeople Strategy, nice to haveOrganization Design, nice to haveWorkforce Planning, nice to haveMicrosoft Operating Model, nice to haveAI Tools, nice to haveAI Transformation, nice to haveTravel, nice to have

Qualifications

10+ Years Business Discipline Experience or Equivalent, requiredBachelor's in Business or Related + 8+ Years, requiredMaster's in Business or Related + 6+ Years, requiredC-Level Executive Advising Experience, requiredTechnology Change Leadership Experience, requiredSenior Executive Support Experience, requiredLarge Enterprise and Startup Experience, nice to haveManagement Consulting Background, nice to have

Benefits

Tuition Assistance

Full job description

About GitHub

GitHub is the world’s leading platform for agentic software development — powered by Copilot to build, scale, and deliver secure software. Over 180 million developers, including more than 90% of the Fortune 100 companies, use GitHub to collaborate, and more than 77,000 organisations have adopted GitHub Copilot.

Locations

In this role you can work from Remote, United States

Overview

In this role at GitHub, you will have a unique opportunity to shape how the People organization drives business impact during a defining period of AI-driven change; you will help set direction, see around corners, and translate complex challenges into clear choices and decisive action.

As the Chief of Staff driving strategic initiatives for our Chief People Officer you will bring a business-first perspective to the People Leadership Team, connecting strategy, talent, operating priorities, and execution. You will help identify emerging opportunities and risks, surface the friction that limits impact, and challenge leaders constructively when priorities are unclear, efforts are disconnected, or decisions need to move faster. Your ability to synthesize the full picture and tell a coherent, business-grounded story will help the organization focus on what matters most.

In this role, you will connect GitHub and Microsoft, aligning where it creates advantage while preserving the speed, creativity, and identity that make GitHub distinctive. This is an opportunity for an influential strategist who thrives in ambiguity, builds trust with senior leaders, and wants to shape the future of work and the People function.

Responsibilities

  • Serve as a trusted strategic partner and thought partner to the Chief People Officer, bringing an independent perspective on priorities, opportunities, risks, trade-offs, and organizational dynamics.

  • Accelerate execution across the People Leadership Team by clarifying priorities, strengthening collaboration, resolving obstacles, and establishing clear decisions and accountability.

  • See the whole picture across strategies, plans, data, and narratives, and ensure the People organization tells a coherent, business-grounded story to GitHub leaders and Microsoft stakeholders.

  • Connect the dots between GitHub and Microsoft, anticipating where enterprise alignment creates advantage while helping GitHub preserve the agility it needs to compete.

  • Lead or shape the highest-priority and most ambiguous strategic initiatives on behalf of the Chief People Officer, including organization design, operating-model evolution, workforce strategy, and AI-enabled transformation.

  • Use business insight, data, and analytics to distinguish signal from noise, anticipate emerging opportunities and risks, and inform strategic recommendations.

  • Represent the Office of the Chief People Officer in leadership forums and build strong partnerships with leaders across other functions.

  • Partner with Chiefs of Staff and business leaders across GitHub to understand changing business conditions and ensure the People strategy anticipates what is ahead rather than reacting.

Qualifications

Required Qualifications

  • 10+ years of experience in business strategy, business operations, management consulting, corporate development (M&A or Integration), transformation, or a related business discipline;

  • OR a Bachelor’s Degree in Business Administration, Economics, Management, Computer Science, Liberal Arts, or a related field and 8+ years of relevant experience;

  • OR a Master’s Degree in Business Administration, Management, Economics, or a related field and 6+ years of relevant experience;

  • OR equivalent experience.

  • Experience advising C-level or senior executives and influencing leadership teams without direct authority.

  • Experience navigating complexity and leading through periods of rapid growth, transformation, or significant change in a technology environment.

  • Experience as a Chief of Staff, Strategy & Operations leader, or Business Operations leader supporting a senior executive, ideally in a technology or AI-focused company.

Preferred Qualifications

  • Exposure to People or HR strategy, organization design, or workforce planning.

  • Experience working across both large, matrixed enterprises and start-up or scale-up environments, with the judgment and adaptability to move effectively between them.

  • Familiarity with Microsoft’s operating model or experience in a subsidiary of a large enterprise.

  • A management consulting background in strategy, organization, or transformation.

  • Fluency with AI tools and curiosity about how AI can transform how organizations and teams operate.

  • Ability to travel as needed to support business needs.

Compensation Range

The base salary range for this job is USD $123,100.00 - USD $326,400.00 /Yr.

These pay ranges are intended to cover roles based across the United States. An individual's base pay depends on various factors including geographical location and review of experience, knowledge, skills, abilities of the applicant. At GitHub certain roles are eligible for benefits and additional rewards, including annual bonus and stock. These rewards are allocated based on individual impact in role. In addition, certain roles also have the opportunity to earn sales incentives based on revenue or utilization, depending on the terms of the plan and the employee's role.

This position will be open for a minimum of 3 days, with applications accepted on an ongoing basis until the position is filled.

GitHub values

  • Customer-obsessed

  • Ship to learn

  • Growth mindset

  • Own the outcome

  • Better together

  • Diverse and inclusive

Manager fundamentals

  • Model

  • Coach

  • Care

Leadership principles

  • Create clarity

  • Generate energy

  • Deliver success

Who We Are

GitHub is the world’s leading AI-powered developer platform with 150 million developers and counting. We’re also home to the biggest open-source community on earth (and 99% of the world’s software has open-source code in its DNA). Many of the apps and programs you use every day are built on GitHub.

Our teams are dreamers, doers, and pioneers, leading the way in AI, driving humanitarian efforts around the globe, and even sending open source to Mars (and beyond!). At GitHub, our goal is to create the space you need to do your best work. We’re remote-first and offer competitive pay, generous learning and growth opportunities, and excellent benefits to support you, wherever you are—because we know that people flourish when they can work on their own terms.

Join us, and let’s change the world, together.

EEO Statement

GitHub is made up of people from a wide variety of backgrounds and lifestyles. We embrace diversity and invite applications from people of all walks of life. We don't discriminate against employees or applicants based on gender identity or expression, sexual orientation, race, religion, age, national origin, citizenship, disability, pregnancy status, veteran status, or any other differences. Also, if you have a disability, please let us know if there's any way we can make the interview process better for you; we're happy to accommodate!

How this job compares

Set against the 546 open Chief of Staff jobs on Olive Jobs, counted November 13, 2026.

Pay
  • This posting$123–326K/yr
  • US median$146–210K/yr446 salary ranges

This range's midpoint, $225K, is 23% above the US median midpoint ($182K) — in the middle half of Chief of Staff salary ranges across the US.

Openings
Olive Jobs lists 546 open Chief of Staff jobs across the US. 8% of them nationwide are listed as remote or flexible.
Hiring the most across the US
Experience
This posting asks for at least 6 years of experience; Chief of Staff postings that state a minimum ask for 5 years at the median (418 postings).
Education
123 of the 546 open Chief of Staff jobs (23%) ask for a bachelor's degree or higher.

Counted across the open, public US postings on Olive Jobs on November 13, 2026. Figures based on too few postings are left out.

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