Stride Executive and Leadership Team

August, 2026

Leadership Overview

Stride has 4 executives leading key functions including strategy, information technology, financial management, and human resources.

Committed to expanding access to quality education, Stride delivers innovative online learning solutions and career-focused training programs that empower students and adult learners across the United States.

Leadership Roles at Stride

  • Chief Executive Officer - Robert Knowling Jr.
  • Chief Financial Officer - Donna Blackman
  • Chief Information Officer - Levon Hooks
  • Senior Vice President and Chief Human Resources Officer - Valerie Maddy
  • Robert Knowling Jr. - Chief Executive Officer

    Robert Knowling Jr., the Chief Executive Officer at Stride, directs the overarching strategic vision for the organization. Overseeing the expansion of online and blended K12 schooling programs, the Chief Executive Officer ensures alignment between public school partnerships and corporate growth objectives. This leadership role involves navigating complex regulatory environments while scaling career learning initiatives across North American markets. By prioritizing the delivery of high-quality curriculum and technology platforms, Robert Knowling Jr. drives the company toward long-term sustainability. The Chief Executive Officer maintains constant communication with the Board to refine operational goals and improve educational outcomes for diverse student populations. Through rigorous oversight of business development, the Chief Executive Officer secures the market position of the firm as a leader in digital education, ultimately fostering an environment where innovation meets accessibility for learners nationwide.
    Robert Knowling Jr.

    Donna Blackman - Chief Financial Officer

    Donna Blackman, the Chief Financial Officer at Stride, manages the fiscal health and capital allocation strategies for the organization. Overseeing financial planning, reporting, and investor relations, the Chief Financial Officer ensures the company maintains a strong balance sheet while investing in new skills-based training programs. This leadership role involves analyzing market trends to optimize revenue streams from public school partnerships and private education services. By maintaining rigorous internal controls, Donna Blackman supports the long-term financial stability of the firm. The Chief Financial Officer works closely with the executive team to evaluate the profitability of various career learning initiatives and adult education offerings. Through precise budget management and strategic forecasting, Blackman enables the company to pursue growth opportunities in competitive education markets. The Chief Financial Officer provides the necessary financial oversight to ensure that all operational investments align with the core mission of expanding educational access.

    Levon Hooks - Chief Information Officer

    Levon Hooks, the Chief Information Officer at Stride, architects the digital infrastructure supporting all online learning platforms. Managing the technical requirements for full-time virtual schools, the Chief Information Officer ensures seamless connectivity and data security for students and educators. This role involves integrating advanced curriculum software with existing district systems to optimize the user experience. By implementing scalable cloud solutions, Levon Hooks supports the rapid growth of career learning programs in IT and healthcare sectors. The Chief Information Officer collaborates with internal engineering teams to maintain robust cybersecurity protocols, protecting sensitive information across the entire enterprise. Through the deployment of cutting-edge educational technology, the Chief Information Officer enhances the efficiency of digital delivery models. Hooks drives the digital transformation agenda, ensuring that the technological foundation remains resilient and capable of meeting the evolving demands of modern education.
    Levon Hooks

    Valerie Maddy - Senior Vice President and Chief Human Resources Officer

    Valerie Maddy, the Senior Vice President and Chief Human Resources Officer at Stride, directs the talent acquisition and organizational development strategies. Overseeing the recruitment of educators and technical staff, the Senior Vice President and Chief Human Resources Officer ensures the company attracts top-tier professionals dedicated to the mission of online learning. This role involves fostering a culture of inclusion and continuous professional growth across the entire workforce. By implementing comprehensive training programs, Valerie Maddy supports the development of internal talent capable of delivering high-quality instruction in IT, healthcare, and business fields. The Senior Vice President and Chief Human Resources Officer collaborates with leadership to align human capital strategies with the broader business objectives of the organization. Through effective performance management and employee engagement initiatives, Maddy drives organizational excellence. The Senior Vice President and Chief Human Resources Officer maintains a focus on building a resilient, high-performing team capable of navigating the complexities of the education sector.
    Valerie Maddy

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    Frequently Asked Questions Regarding Stride Top Executives and Leadership Team

    Who leads Stride?
    Stride is led by Robert Knowling Jr. (Chief Executive Officer), along with executives such as Donna Blackman (Chief Financial Officer) and Levon Hooks (Chief Information Officer).
    Who is part of Stride’s executive team?
    The executive team of Stride includes leaders such as Robert Knowling Jr. (Chief Executive Officer), Donna Blackman (Chief Financial Officer), Levon Hooks (Chief Information Officer) and other senior executives.
    How many executives does Stride have?
    Stride has 4 executives leading key business areas.
    What roles are included in Stride’s leadership team?
    The leadership team of Stride includes roles such as Chief Executive Officer, Chief Financial Officer, Chief Information Officer, Senior Vice President and Chief Human Resources Officer.