Skyward Executive and Leadership Team

June, 2026

Leadership Overview

Skyward has 9 executives leading key functions including strategy, operations, technology, finance, marketing, and co-founder roles.

Driven by innovation, Skyward delivers comprehensive software solutions for K-12 education, financing, IT consulting, and human resources administration, impacting public and private school districts across the United States and internationally.

Leadership Roles at Skyward

  • Chief Executive Officer - Ben Jamison
  • Chief Financial Officer - Mary Tomazin
  • President & Co-Founder - Jason Wu
  • President - William Scheyer
  • President - Raymond Ackerlund
  • Chief of Staff - Ksenia Kapoor
  • Chief Technology Officer - Vitaliy Baklikov
  • Chief Marketing Officer - Thomas King
  • Chief Operations Officer - Kevin Duda
  • Ben Jamison - Chief Executive Officer

    Ben Jamison, the Chief Executive Officer at Skyward, directs the company's overarching strategy and operational execution. Jamison guides the enterprise's direction, ensuring alignment with its mission to provide robust software solutions for K-12 education, financing, IT consulting, and human resources administration. This leadership role involves fostering innovation across all departments, particularly in enhancing the software's capabilities for public and private school districts. Jamison's focus extends to expanding market reach and solidifying Skyward's position as a leader in its sector. The Chief Executive Officer ensures that the company's technological advancements and service offerings meet the evolving needs of its diverse clientele. Ben Jamison drives the company's growth by championing strategic partnerships and optimizing internal processes for maximum efficiency and client satisfaction.

    Mary Tomazin - Chief Financial Officer

    Mary Tomazin, the Chief Financial Officer at Skyward, manages the company's financial health and strategic fiscal planning. Tomazin oversees all financial operations, including budgeting, forecasting, accounting, and financial reporting, ensuring robust financial management for Skyward's software solutions. This critical role supports the company's mission by providing financial insights that guide strategic decision-making for K-12 public and private school districts. The Chief Financial Officer ensures compliance with financial regulations and optimizes capital allocation to support growth initiatives. Mary Tomazin's expertise is vital in managing investments, assessing financial risks, and securing funding to fuel innovation and expansion. Tomazin's stewardship of Skyward's finances underpins its long-term stability and operational capacity.

    Jason Wu - President & Co-Founder

    Jason Wu, the President & Co-Founder at Skyward, provides foundational leadership and strategic vision for the company. Wu contributes to the company's long-term direction, leveraging deep industry knowledge to guide the development and delivery of software solutions for students, financing, IT consulting, and human resources administration. This role involves fostering the company's entrepreneurial spirit and ensuring its core values remain central to operations for K-12 public and private school districts. The President & Co-Founder plays a key part in shaping Skyward's culture and strategic partnerships. Jason Wu's extensive experience is instrumental in navigating market complexities and identifying new opportunities for growth and innovation. Wu's ongoing involvement ensures the company remains true to its founding principles.

    William Scheyer - President

    William Scheyer, the President at Skyward, drives strategic initiatives and operational oversight across key business units. Scheyer focuses on enhancing the delivery of Skyward's comprehensive software solutions for students, financing, IT consulting, and human resources administration, serving K-12 public and private school districts. This leadership position involves fostering strong client relationships and ensuring that operational strategies align with market demands and company objectives. The President collaborates with executive teams to identify growth opportunities and implement innovative solutions. William Scheyer's expertise contributes to the company's expansion and its ability to meet the evolving needs of its diverse customer base. Scheyer's leadership ensures operational continuity and strategic alignment.

    Raymond Ackerlund - President

    Raymond Ackerlund, the President at Skyward, directs strategic planning and business development efforts. Ackerlund focuses on expanding Skyward's market reach and enhancing its portfolio of software solutions for students, financing, IT consulting, and human resources administration, particularly for K-12 public and private school districts. This role involves cultivating strategic partnerships and exploring new avenues for revenue generation and service enhancement. The President collaborates with executive leadership to drive innovation and ensure the company's competitive positioning. Raymond Ackerlund's leadership is crucial in identifying and capitalizing on emerging market trends. Ackerlund's strategic insights contribute significantly to Skyward's sustained growth and market leadership.

    Ksenia Kapoor - Chief of Staff

    Ksenia Kapoor, the Chief of Staff at Skyward, facilitates strategic initiatives and operational efficiency across the organization. Kapoor manages key projects and ensures seamless communication between executive leadership and various departments, supporting the delivery of software solutions for students, financing, IT consulting, and human resources administration. This role involves coordinating cross-functional teams to drive Skyward's mission forward, particularly for K-12 public and private school districts. The Chief of Staff analyzes operational data to identify areas for improvement and implements strategic plans to enhance productivity. Ksenia Kapoor's responsibilities include streamlining workflows and supporting the Chief Executive Officer in executing the company's vision. Kapoor ensures that strategic objectives are translated into actionable plans, contributing to Skyward's sustained growth and market impact.

    Vitaliy Baklikov - Chief Technology Officer

    Vitaliy Baklikov, the Chief Technology Officer at Skyward, architects the company's technological vision and product development roadmap. Baklikov oversees the engineering teams responsible for creating and maintaining software solutions for students, financing, IT consulting, and human resources administration, serving K-12 school districts. This leadership position involves driving innovation in cloud infrastructure, data security, and user experience to meet the demands of public and private educational institutions. The Chief Technology Officer ensures that Skyward's technology stack remains cutting-edge, supporting scalability and reliability for its international client base. Vitaliy Baklikov champions research and development efforts, exploring emerging technologies to enhance the software's functionality and competitive edge. Baklikov's strategic guidance is crucial for maintaining Skyward's technological leadership.

    Thomas King - Chief Marketing Officer

    Thomas King, the Chief Marketing Officer at Skyward, spearheads the company's market presence and growth strategies. King directs all marketing initiatives, including brand development, lead generation, and digital outreach, to promote Skyward's software solutions for students, financing, IT consulting, and human resources administration. This role focuses on effectively communicating the value proposition to K-12 public and private school districts across the United States and internationally. The Chief Marketing Officer analyzes market trends and customer insights to refine marketing campaigns and expand market share. Thomas King oversees the creation of compelling content and manages the marketing budget to ensure maximum return on investment. King's leadership drives brand awareness and customer acquisition, supporting Skyward's overall business objectives.

    Kevin Duda - Chief Operations Officer

    Kevin Duda, the Chief Operations Officer at Skyward, optimizes the company's operational processes and service delivery. Duda oversees the execution of Skyward's software solutions for students, financing, IT consulting, and human resources administration, ensuring efficiency and quality for K-12 public and private school districts. This leadership position involves managing day-to-day operations, streamlining workflows, and implementing best practices to enhance client satisfaction and operational scalability. The Chief Operations Officer collaborates with other executives to align operational strategies with the company's overall business objectives. Kevin Duda's focus includes improving internal systems, managing resources effectively, and ensuring the seamless delivery of services to Skyward's domestic and international clientele. Duda drives operational excellence, contributing directly to the company's reputation for reliability.
    Kevin Duda

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    Frequently Asked Questions Regarding Skyward Top Executives and Leadership Team

    Who leads Skyward?
    Skyward is led by Ben Jamison (Chief Executive Officer), along with executives such as Mary Tomazin (Chief Financial Officer) and Jason Wu (President & Co-Founder).
    Who is part of Skyward’s executive team?
    The executive team of Skyward includes leaders such as Ben Jamison (Chief Executive Officer), Mary Tomazin (Chief Financial Officer), Jason Wu (President & Co-Founder) and other senior executives.
    How many executives does Skyward have?
    Skyward has 9 executives leading key business areas.
    What roles are included in Skyward’s leadership team?
    The leadership team of Skyward includes roles such as Chief Executive Officer, Chief Financial Officer, President & Co-Founder, President, President.