Dataprise Executive and Leadership Team

October, 2026

Leadership Overview

Dataprise has 5 executives leading key functions including strategy, financial management, revenue growth, operational efficiency, and human capital development.

Focused on delivering comprehensive IT solutions, Dataprise empowers small to medium-sized businesses through expert consulting, robust network support, and scalable cloud services designed to drive digital transformation.

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 long-term vision for the organization. Flannery architects high-level initiatives that expand the reach of IT services and cloud solutions across the North American market. By aligning internal resources with the evolving needs of small to medium-sized enterprises, the Chief Executive Officer ensures consistent service excellence and market competitiveness. This leadership role involves constant collaboration with the Board to refine business models and identify new growth opportunities within the technology consulting sector. William Flannery maintains a sharp focus on operational scalability, ensuring that the company remains a premier partner for clients seeking reliable network support. Through rigorous oversight of organizational performance, the Chief Executive Officer drives sustainable value creation and reinforces the reputation of the firm as a leader in managed IT services.

    Siobhan de Leeuw - Chief Financial Officer

    Siobhan de Leeuw, the Chief Financial Officer at Dataprise, manages the fiscal health and capital allocation strategies for the entire organization. De Leeuw oversees financial planning, budgeting, and reporting processes that support the delivery of IT consulting and cloud services. By analyzing market trends and internal performance metrics, the Chief Financial Officer optimizes resource distribution to maximize profitability across all service lines. This role requires close coordination with other C-suite leaders to ensure that financial objectives align with the broader growth trajectory of the company. Siobhan de Leeuw monitors cash flow and investment opportunities, providing the necessary stability for long-term expansion in the competitive technology landscape. Through disciplined financial governance, the Chief Financial Officer secures the economic foundation required for the firm to continue providing high-quality network support and consulting solutions to a diverse client base.

    Howard Malloy - Chief Operating Officer

    Howard Malloy, the Chief Operating Officer at Dataprise, directs the internal operations and service delivery frameworks that support the company's IT consulting and network support offerings. Malloy architects efficient workflows and standardized processes to ensure consistent service quality for all clients. By overseeing the technical teams and infrastructure management, the Chief Operating Officer maintains high levels of operational uptime and client satisfaction. This role involves streamlining cross-departmental communication to improve project execution and resource utilization. Howard Malloy monitors key performance indicators to identify areas for process improvement and technological integration. Through the optimization of service delivery models, the Chief Operating Officer supports the company's mission to provide reliable, scalable IT solutions. Malloy ensures that the operational backbone of the firm remains robust, agile, and capable of meeting the complex demands of the modern business environment.
    Howard Malloy

    Walt Strubbe - Chief Revenue Officer

    Walt Strubbe, the Chief Revenue Officer at Dataprise, drives the commercial strategy and sales performance across all business units. Strubbe architects comprehensive go-to-market plans that increase market share for IT services and cloud solutions. By leading the sales and marketing teams, the Chief Revenue Officer ensures that client acquisition efforts remain aligned with the specific needs of small to medium-sized businesses. This leadership role involves identifying emerging market demands and tailoring service offerings to capture new revenue streams throughout the region. Walt Strubbe collaborates with the executive team to refine pricing models and enhance customer retention strategies. Through the implementation of data-driven sales processes, the Chief Revenue Officer accelerates business growth and strengthens the competitive position of the firm. Strubbe maintains a relentless focus on achieving revenue targets while delivering exceptional value to every client engagement.
    Walt Strubbe

    Amanda Gill - Chief People Officer

    Amanda Gill, the Chief People Officer at Dataprise, directs the human capital strategy and organizational culture initiatives. Gill architects talent acquisition, professional development, and employee engagement programs that attract and retain top-tier experts in IT consulting and cloud services. By fostering a high-performance environment, the Chief People Officer ensures that the workforce remains aligned with the core mission of providing exceptional support to small and medium-sized businesses. This leadership role involves designing compensation structures and performance management systems that reward excellence and innovation. Amanda Gill collaborates with the executive team to cultivate a diverse and inclusive workplace that supports long-term business objectives. Through the implementation of strategic workforce planning, the Chief People Officer strengthens the internal capabilities of the firm. Gill drives initiatives that enhance employee satisfaction and productivity, ultimately contributing to the overall success and growth of the organization.

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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.