Dataprise Executive and Leadership Team

June, 2026

Leadership Overview

Dataprise has 5 executives leading key functions including strategy, revenue, finance, operations, and people.

Driven by a commitment to empowering businesses, Dataprise delivers comprehensive IT services, consulting, network support, and cloud solutions tailored for small to medium-sized companies, solidifying its market presence through expert guidance and robust technological infrastructure.

Leadership Roles at Dataprise

  • Chief Executive Officer - William Flannery
  • Chief Financial Officer - Siobhan de Leeuw
  • Chief Operating Officer - Howard Malloy
  • Chief Revenue Officer - Walt Strubbe
  • Chief People Officer - Amanda Gill
  • William Flannery - Chief Executive Officer

    William Flannery, the Chief Executive Officer at Dataprise, directs the overarching corporate strategy and vision. Flannery guides the company's expansion into new markets and service offerings, ensuring alignment with the needs of small to medium-sized businesses. Overseeing all executive functions, the Chief Executive Officer drives innovation in IT services, consulting, network support, and cloud solutions. This leadership role involves fostering strategic partnerships and ensuring the company's operational excellence across all departments. By setting ambitious goals, William Flannery ensures Dataprise maintains its position as a leading provider of technology solutions, focusing on sustainable growth and client success throughout North America. The Chief Executive Officer's mandate includes cultivating a culture of continuous improvement and client-centric service delivery.

    Siobhan de Leeuw - Chief Financial Officer

    Siobhan de Leeuw, the Chief Financial Officer at Dataprise, manages all financial operations and fiscal strategy. De Leeuw oversees budgeting, forecasting, and financial reporting, ensuring the company's fiscal health and compliance with regulatory standards. The Chief Financial Officer directs investment strategies and capital allocation to support Dataprise's growth initiatives in IT services and consulting. This role involves managing relationships with financial institutions and stakeholders, securing funding for expansion and operational enhancements. By maintaining rigorous financial controls, Siobhan de Leeuw safeguards the company's assets and optimizes profitability. The Chief Financial Officer's responsibilities extend to evaluating mergers and acquisitions, ensuring financial viability and strategic alignment for the organization's future.

    Howard Malloy - Chief Operating Officer

    Howard Malloy, the Chief Operating Officer at Dataprise, directs the company's day-to-day operational activities and service delivery. Malloy ensures the efficient execution of IT services, network support, and cloud solutions for small to medium-sized companies. The Chief Operating Officer oversees the optimization of internal processes, enhancing service quality and client satisfaction across all operational units. This position involves managing cross-functional teams to achieve strategic objectives and maintain high standards of performance. By streamlining workflows and implementing best practices, Howard Malloy drives operational efficiency and cost-effectiveness. The Chief Operating Officer's mandate includes managing infrastructure, ensuring scalability, and supporting the company's expansion efforts through robust operational frameworks.
    Howard Malloy

    Walt Strubbe - Chief Revenue Officer

    Walt Strubbe, the Chief Revenue Officer at Dataprise, spearheads all revenue-generating activities and sales strategies. Strubbe manages the global sales force, driving market penetration and expanding the company's client base within the small to medium-sized business sector. The Chief Revenue Officer oversees the entire customer lifecycle, from initial engagement through to long-term retention, ensuring consistent revenue growth. This position involves close collaboration with marketing and operations to align sales efforts with market demands and service delivery capabilities. By optimizing sales processes and developing new revenue streams, Walt Strubbe directly contributes to Dataprise's financial objectives. The Chief Revenue Officer's focus includes enhancing client acquisition and maximizing lifetime value across all service offerings, including IT services, consulting, and cloud solutions.
    Walt Strubbe

    Amanda Gill - Chief People Officer

    Amanda Gill, the Chief People Officer at Dataprise, leads all human resources functions and talent management strategies. Gill oversees recruitment, employee development, and organizational culture initiatives to support Dataprise's mission of providing expert IT services. The Chief People Officer ensures the attraction, retention, and growth of a high-performing workforce, critical for delivering consulting and network support. This role involves developing comprehensive compensation and benefits programs, fostering employee engagement, and managing labor relations. By cultivating a positive and productive work environment, Amanda Gill directly impacts the company's ability to innovate and serve its clients effectively. The Chief People Officer's strategic focus includes building a strong employer brand and aligning HR policies with business objectives.

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    Frequently Asked Questions Regarding Dataprise Top Executives and Leadership Team

    Who leads Dataprise?
    Dataprise is led by William Flannery (Chief Executive Officer), along with executives such as Siobhan de Leeuw (Chief Financial Officer) and Howard Malloy (Chief Operating Officer).
    Who is part of Dataprise’s executive team?
    The executive team of Dataprise includes leaders such as William Flannery (Chief Executive Officer), Siobhan de Leeuw (Chief Financial Officer), Howard Malloy (Chief Operating Officer) and other senior executives.
    How many executives does Dataprise have?
    Dataprise has 5 executives leading key business areas.
    What roles are included in Dataprise’s leadership team?
    The leadership team of Dataprise includes roles such as Chief Executive Officer, Chief Financial Officer, Chief Operating Officer, Chief Revenue Officer, Chief People Officer.