Dataprise Executive and Leadership Team

May, 2026

Leadership Overview

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

Driven by a commitment to client success, Dataprise delivers comprehensive IT services, consulting, network support, and cloud solutions, empowering small to medium-sized businesses to achieve their technological potential and maintain operational excellence.

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 evolving needs of small to medium-sized businesses. This leadership role involves fostering a culture of innovation and client-centricity across all departments. By setting ambitious goals and championing strategic initiatives, William Flannery drives the company's sustained growth and market leadership in IT services and consulting. The CEO's focus remains on enhancing Dataprise's reputation for reliability and expertise in network support and cloud solutions.

    Siobhan de Leeuw - Chief Financial Officer

    Siobhan de Leeuw, the Chief Financial Officer at Dataprise, manages all financial aspects of the organization. De Leeuw directs financial planning, budgeting, and reporting, ensuring the fiscal health and stability of Dataprise. This role is pivotal in guiding investment strategies and managing financial risks associated with the company's growth and service expansion. By overseeing financial operations, Siobhan de Leeuw supports strategic decision-making and resource allocation across IT services, consulting, and cloud solutions. The CFO's expertise ensures that Dataprise maintains a strong financial foundation to serve its small to medium-sized business clientele effectively.

    Howard Malloy - Chief Operating Officer

    Howard Malloy, the Chief Operating Officer at Dataprise, oversees the execution of daily operations and service delivery. Malloy ensures the efficient and effective provision of IT services, consulting, network support, and cloud services to Dataprise's client base. This critical function involves optimizing internal processes and resource allocation to maximize client satisfaction and operational uptime. By managing the operational infrastructure, Howard Malloy guarantees that Dataprise consistently meets its service level agreements and performance benchmarks. The COO's responsibilities extend to driving operational improvements that enhance the company's capacity to support small to medium-sized businesses across the United States.
    Howard Malloy

    Walt Strubbe - Chief Revenue Officer

    Walt Strubbe, the Chief Revenue Officer at Dataprise, leads all revenue-generating activities and sales strategies. Strubbe drives business development initiatives, focusing on expanding Dataprise's market reach for IT services, consulting, network support, and cloud services. This position involves cultivating client relationships and identifying new opportunities within the small to medium-sized business sector. By optimizing the sales funnel and go-to-market strategies, Walt Strubbe ensures consistent revenue growth and market penetration. The CRO's leadership is essential for achieving the company's financial targets and solidifying its position as a premier IT solutions provider.
    Walt Strubbe

    Amanda Gill - Chief People Officer

    Amanda Gill, the Chief People Officer at Dataprise, directs all human resources functions and talent management strategies. Gill cultivates a positive and productive work environment, focusing on employee engagement, development, and retention across the organization. This role is crucial for building and maintaining a high-performing team capable of delivering exceptional IT services, consulting, and cloud solutions. By championing people-centric initiatives, Amanda Gill ensures that Dataprise attracts and retains top talent essential for supporting small to medium-sized businesses. The CPO's efforts are fundamental to the company's operational success and its ability to foster a culture of expertise and client dedication.

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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.