Chief People Officer

Company Overview

Teachstone is the leader in improving interactions that matter most for children’s learning and development. Through research-based tools, professional development, and technology solutions, Teachstone helps organizations measure and strengthen the quality of interactions that drive better outcomes for educators and children.

Teachstone is actively evolving toward a more scalable, technology-enabled platform, including investments in digital delivery, data infrastructure, and AI-enabled insights.

As Teachstone, a 200-person organization, enters a critical phase of growth, the company is undertaking an important organizational and business transformation to expand its impact, accelerate innovation, and evolve toward a more scalable, technology-enabled platform.

The Opportunity

This is a defining executive leadership opportunity for a transformational people leader who thrives at the intersection of strategy, organizational performance, people operations and human-centered leadership. Reporting directly to the CEO, the Chief People Officer (CPO) will serve as Teachstone’s senior people executive and thought partner to the CEO, executive leadership team, and Board of Directors. They will provide insight and overall direction for Human Resources functions across the entire employee life-cycle through oversight of the day-to-day management of the people operations team, talent acquisition, performance management, employee engagement and development, benefits and compensation strategy and management and oversight of the team’s human resources information and capital management systems.

Key Responsibilities

• Lead People Strategy and Culture Team: Oversee HR business partnership, employee relations, benefits, and compliance, ensuring a strong foundation for consistent staff development, engagement  and execution of the people strategy that supports the organization’s mission, vision and values.

• Workforce Planning & Organizational Design: Lead strategic workforce planning to ensure the organization has the staffing capacity and skills to support the evolving strategy; using people analytics, partner with Teachstone’s leadership teams to make data-informed decisions.

• Organizational Effectiveness & Transformation: Partner with the CEO and executive team to strengthen organizational mission alignment by evaluating and transforming company structures; Lead the design of the company’s operating model including decision rights and execution rhythms.

• Talent Strategy & Leadership Development: Develop and execute a company-wide talent strategy to include, but not limited to, staffing and skills assessments, leadership development, succession planning, and championing equitable access to career development opportunities. Partner closely with the CEO on executive hiring and leadership effectiveness. This role requires an enterprise mindset and the ability to connect people strategy directly to business performance, organizational transformation, workforce modernization, and long-term company strategy.

• Performance & System Accountability: Design, implement and manage performance management systems that reinforce clear expectations, measurable outcomes, and leadership accountability aligned to Teachstone’s operating model; Oversee human resources information systems to ensure data accuracy and manage cross-departmental operational efficiency

2026 Strategic Priorities for Role

1. Enterprise Transformation & Change Leadership: Lead enterprise-wide transformation initiatives that strengthen organizational clarity, accountability, execution discipline, and long-term organizational effectiveness. Partner with executive leadership to operationalize decision-making, governance, prioritization, and change adoption across the organization.

2. Workforce Modernization & AI Readiness: Build organizational readiness through thoughtful communication, workforce planning, leadership alignment, and upskilling initiatives that position technology as a driver of innovation, growth, and employee success.

3. Leadership Development & Organizational Effectiveness: Strengthen leadership effectiveness, accountability, and organizational alignment through clear operating expectations, leadership coaching, decision-right clarity, performance discipline, and scalable management practices.

4. Compensation, Governance & Workforce Strategy: Lead compensation philosophy, executive compensation strategy, workforce planning, and governance practices that are equitable, competitive, and aligned with organizational priorities. Partner with Finance and Legal leadership to support long-term sustainability.

5. Employee Experience & Culture: Cultivate a culture grounded in trust, accountability, collaboration, and leadership consistency by strengthening organizational communication, role clarity, employee listening, and manager effectiveness.

6. Strategic Partnership & Organizational Growth: Serve as a strategic advisor to the CEO, executive leadership team, and Board on organizational effectiveness, workforce strategy, succession planning, operating model evolution, and enterprise transformation priorities.

Key Outcomes

• Strengthened Leadership Capability: Ensure leadership teams can execute company strategy by strengthening management effectiveness, executive alignment, and the ability to guide teams through ongoing change.

• Accountable, Scalable Organization: Establish structures and performance systems that promote clarity of roles, measurable outcomes, and effective decision-making through defined KPIs, decision rights, and performance cadences.

• Talent Aligned to Strategic Growth: Ensure the organization has the leadership talent and workforce structure required to support Teachstone’s evolving business model, aligned directly to revenue, product, and impact priorities.

Leadership Profile

Teachstone seeks a leader who can move the organization forward while remaining grounded in trust, inclusion, accountability, and human connection. The ideal candidate balances strategic leadership with operational execution, advising senior leaders and Boards while coaching managers and solving complex organizational challenges hands-on.

Required qualifications:

• 15+ years of progressive leadership across HR, People Strategy, Organizational Effectiveness, or Transformation functions
• Recent experience as a Chief People Officer, CHRO, Head of HR, or equivalent senior People executive in a small to mid-sized organization
• Deep expertise in compensation strategy, workforce planning, HRIS management, governance, compliance, and organizational effectiveness
• Demonstrated success building high-trust, people-centered cultures that strengthen engagement, retention, and performance. Proven ability to lead workforce modernization, AI adoption, and reskilling initiatives
• Executive presence and communication skills that inspire confidence with Boards, Compensation Committees, executive teams, employees, and external stakeholders, including the ability to effectively represent Teachstone at conferences, industry events, and in strategic partnerships
• Experience partnering with Boards and/or Compensation Committees on executive compensation and workforce strategy
• Experience with mergers, acquisitions, organizational integrations, or enterprise restructuring
• Strong technology acumen, including workforce analytics and AI-enabled HR tools
• Exceptional executive communication, relationship-building, and change leadership skills, with demonstrated ability to build trusted executive partnerships through candor, sound judgment, courage, and strategic influence
• Demonstrated success leading and scaling people strategy for a remote-first or distributed organization.
• Education, EdTech, mission-driven, nonprofit, or highly regulated environments

What We Offer

• Compensation: We ensure equal pay for equal work using consistent, market-aligned salary bands.The salary range for this role is $225,000 - $255,000

• Executive Incentive Plan: This role is eligible for an annual performance bonus, aligning your success with the long-term growth of Teachstone.

• Comprehensive Benefits: High-quality medical/dental/vision, 401(k) with company match, and flexible PTO.

• Executive Development: We invest in our leaders through dedicated professional development stipends and executive coaching.

Why This Role Matters

This role offers the opportunity to help shape the future of Teachstone by building an organization that combines purpose, innovation, and high performance in service of improving outcomes for educators and children.

Commitment To Equity and Inclusion

At Teachstone, we encourage all individuals to apply and bring their unique perspectives to our team. All qualified applicants will receive consideration for employment without regard to race, color, religion, national origin, sex, gender, gender identity, sexual orientation, protected veteran status, disability, age, or any other characteristic protected by law. We value the different experiences and ideas our team members bring and believe they are essential to solving complex challenges and driving our mission forward. Opportunity to shape a high-impact organization at scale, influencing outcomes for millions of children and educators globally.