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Director of People & Culture

Endless OS Foundation
Director of People & Culture 

Location: Remote work (core hours 9 am-1 pm EST)

Contract type: Part-time contract 3 days per week (or employment in US, Canada or UK)

Reports to: CEO

Salary: $100K–$110K USD or £80K–£85K GBP, pro-rated for part-time

About Endless OS Foundation

At Endless OS Foundation (EOSF), we believe every learner should have the skills and resources to lead an empowered life. In today’s digital era, access to technology and the ability to create with it are essential. That’s why we’re developing an innovative, collaborative game-making community where learners build real games together with professional developers and mentors to build 21st-century skills and create workplace-ready portfolios.

Role Summary

This is more than a “People” role—it’s a culture architect position at the heart of strategic change. As our Head of People & Culture, you’ll guide our evolving organization through a pivotal transition, helping to align newly established specialist teams under shared values, redefine how we work together, and cultivate a learning-first, feedback-forward culture.

You’re hands-on and entrepreneurial—able to coach leaders, navigate change, and strengthen what’s already in motion. You’ll shape culture, support alignment, and ensure our people practices scale with our dual-strategy growth across the Games-Making Community and Device Access programs. This isn’t a corporate HR role—it’s a high-impact, roll-up-your-sleeves opportunity to lead from the inside.

What You’ll Be Doing
  • Lead the development and execution of a people strategy that strengthens alignment, trust, and unity across teams.
  • Design and implement frameworks for shared values, behaviors, and decision-making that reflect our redefined mission and program goals.
  • Facilitate a values assessment and embed outcomes into hiring, onboarding, performance, and recognition practices.
  • Coach leaders through change and act as a trusted advisor on culture, collaboration, and team health.
  • Translate EOSF’s strategic pivot into aligned ways of working and clear, team-level goals.
  • Drive leadership and management development across levels to build long-term capacity.
  • Foster a feedback-rich environment that supports continuous learning and psychological safety.
  • Identify and address capability gaps to support our evolving structure and program growth.
  • Oversee day-to-day People operations led by the People & Ops Manager, ensuring smooth coordination and best practices.
  • Develop and execute a wellness strategy that promotes mental health, balance, and team resilience.
  • Improve and monitor eNPS and respond proactively to trends or pain points in the employee experience.
What You Bring
  • Senior-level experience in People & Culture, Organizational Development, or HR—ideally in a creative, remote, or mission-led organization.
  • A proven track record of aligning culture with strategy and leading teams through periods of change and growth.
  • Deep experience in coaching, learning and development, and embedding values into people systems.
  • Comfort navigating ambiguity and designing people practices that are human-centered and results-driven.
  • A mindset grounded in equity, collaboration, and curiosity.
What We Offer
  • The chance to build something innovative and mission-driven at the intersection of games, education, and community.
  • A leadership role with hands-on execution, where your decisions have a direct impact.
  • A fully remote, flexible work environment with passionate collaborators.
  • A culture of experimentation and rapid iteration—we move fast and learn as we go.
  • A global perspective, as our team and projects are scattered around the world
  • Healthcare plan (US)/Private medical insurance (UK), generous PTO policy.

We are committed to building a diverse and inclusive workplace. We encourage applications from candidates of all backgrounds who share our passion for games and education.

Endless is an Equal Opportunity Employer

Endless provides equal employment opportunities to all employees and applicants for employment and prohibits discrimination and harassment of any type without regard to race, color, religion, age, sex, national origin, disability status, genetics, protected veteran status, sexual orientation, gender identity or expression, or any other characteristic protected by federal, state or local laws. This policy applies to all terms and conditions of employment, including recruiting, hiring, placement, promotion, termination, layoff, recall, transfer, leaves of absence, compensation and training. Learn more about us at:
https://www.endlessos.org/ 

Average salary estimate

$105000 / YEARLY (est.)
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$100000K
$110000K

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What You Should Know About Director of People & Culture, Endless

Are you ready to take the reins as the Director of People & Culture at the Endless OS Foundation? Located in vibrant New York but open to remote work, this part-time position allows you to work three days a week, between 9 am-1 pm EST. In this role, you’ll be more than just the leader of HR functions; you'll be the architect of our culture, guiding us through a transformative phase. You'll work closely with our CEO and seasoned teams to align our values and redefine how we collaborate as we expand our innovative games-making community. You’ll be at the heart of creating a feedback-rich environment, where continuous learning and psychological safety thrive, making sure everyone feels empowered to contribute. As someone deeply experienced in organizational development, you're ready to navigate the ambiguities of a changing landscape and coach our leaders in fostering unity and trust within teams. With a salary ranging from $100K to $110K USD (or £80K to £85K GBP when applicable), this role is not just about managing people; it’s about spearheading a culture that embraces creativity, collaboration, and growth. If you’re passionate about building something impactful in the gaming and education sectors, the Endless OS Foundation is excited to bring your vision to life. Join us in our mission to shape the future of digital learning and be a part of something truly remarkable!

Frequently Asked Questions (FAQs) for Director of People & Culture Role at Endless
What are the key responsibilities of the Director of People & Culture at Endless OS Foundation?

The key responsibilities of the Director of People & Culture at Endless OS Foundation include developing and executing a people strategy that ensures alignment and unity across teams, implementing frameworks for shared values and decision-making, coaching leaders through change, and fostering a feedback-rich culture. This role is pivotal in shaping the organization's culture and aligning it with strategic goals while overseeing daily operations.

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What qualifications are required for the Director of People & Culture role at Endless OS Foundation?

Candidates for the Director of People & Culture at Endless OS Foundation should possess senior-level experience in People & Culture, Organizational Development, or HR, ideally within a creative or mission-led organization. A proven track record of aligning culture with strategy and leading teams through change is essential, along with expertise in coaching, learning and development, and creating human-centered people practices.

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What is the significance of the feedback-rich environment for the Director of People & Culture at Endless OS Foundation?

Creating a feedback-rich environment is crucial for the Director of People & Culture at Endless OS Foundation. It involves fostering psychological safety, encouraging continuous learning, and ensuring that team members feel valued and heard. This culture contributes to higher employee engagement, better performance, and an overall healthier workplace.

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How does the Director of People & Culture fit into the broader mission of Endless OS Foundation?

The Director of People & Culture plays a critical role in fulfilling the mission of Endless OS Foundation by ensuring that the organization’s culture reflects its values and strategic objectives. This role supports the development of the games-making community and device access programs, aligning people practices with the goal of empowering learners to thrive in a digital world.

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What are the benefits of the Director of People & Culture position at Endless OS Foundation?

The Director of People & Culture position at Endless OS Foundation offers numerous benefits, including a leadership role with significant impact, a flexible remote work environment, the opportunity to work with passionate collaborators, and the chance to innovate in the intersection of games and education. Additionally, competitive salaries and comprehensive health benefits are part of the package.

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Common Interview Questions for Director of People & Culture
Can you describe your experience in developing people strategies?

When answering this question, share specific examples where you successfully developed a people strategy that aligned with organizational goals. Discuss your approach to gathering input from team members, the framework you used, and the positive outcomes for the organization.

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How do you facilitate a culture of feedback within a team?

To answer this question, emphasize the importance of psychological safety and open communication. Describe initiatives you have implemented, such as regular feedback sessions or training programs, and how they led to improved team dynamics and performance.

Join Rise to see the full answer
What methods do you use to coach leaders during periods of change?

Discuss your coaching approach, emphasizing the importance of active listening and tailored guidance. Provide an example of a specific change initiative you led, the coaching techniques used, and the outcomes achieved.

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How would you approach aligning values with everyday practices in an organization?

Explain your strategy for embedding values into hiring, onboarding, and performance practices. Share a specific instance where you effectively integrated values into the organizational culture and the results that followed.

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What challenges have you faced in previous People & Culture roles?

Be honest about the challenges you've encountered but end on a positive note. Discuss how you addressed issues such as resistance to change or misalignment in team dynamics and what you learned from the experiences.

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How do you measure the success of People & Culture initiatives?

Outline key performance indicators (KPIs) you track to measure success, such as employee engagement scores or turnover rates. Provide an example of an initiative you evaluated and the improvements seen as a result.

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What steps would you take to cultivate diversity and inclusion in a remote setting?

Highlight your commitment to inclusivity and specific tactics for cultivating a diverse workplace, such as targeting diverse talent pools or implementing Employee Resource Groups (ERGs). Illustrate your points with examples from your previous roles.

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How do you handle conflicts between team members?

Discuss your conflict resolution approach, emphasizing the importance of mediation and open dialogue. Share a specific conflict you resolved and how it improved team relations and collaboration.

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What role does wellness play in your People & Culture philosophy?

Describe your comprehensive approach to employee wellness, incorporating mental health support, work-life balance initiatives, and preventive measures. Mention successful programs you've implemented in past roles.

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Can you provide an example of a successful leadership development program you implemented?

Share details about a specific leadership development program, focusing on its objectives, implementation steps, and outcomes. Explain how the program enhanced leadership skills and contributed positively to the organization.

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What happens when a billion people get computers for the first time? Introducing Endless. We are providing access to information to the developing world through technology that's a fraction of the cost of traditional PCs. We are bridging the di...

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Contract, remote
DATE POSTED
March 29, 2025

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