Our People Make the
Difference.
Meet the team of leaders dedicated to being the strategic IT partner
and employer of choice.
Leadership that puts
Clients and People First.
At Dataprise, strong leadership starts with a commitment to people. Our leadership team brings together decades of experience across IT, cybersecurity, cloud, and business strategy, guiding organizations through complex technology challenges with a customer-first approach. But what truly sets Dataprise apart is the expertise, dedication, and collaboration of our people. From strategic advisors and engineers to service desk professionals and cybersecurity specialists, every team member plays a critical role in delivering exceptional service and helping clients achieve their business goals. We believe that investing in talented people and building a culture of innovation, accountability, and partnership is the foundation for long-term client success.
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CEO
William Flannery
William Flannery serves as the Chief Executive Officer (CEO) of Dataprise, where he plays a pivotal role in shaping the company’s strategic direction and overseeing its operations. In this capacity, he is responsible for charting Dataprise’s course towards continued growth and success in the dynamic IT services industry. William’s leadership encompasses strategic planning, operational excellence, and fostering a culture of innovation to ensure Dataprise remains at the forefront of delivering top-tier IT solutions to clients. His role involves driving corporate initiatives, cultivating client relationships, developing associates’ careers, and navigating the evolving landscape of technology services with a keen focus on operational excellence and client satisfaction.
With a distinguished professional background, William brings a wealth of experience to his role as CEO. Prior to assuming this leadership position, he held various executive roles, including Chief Operating Officer, General Manager, and Executive Vice President of Global Operations at Ensono, where he demonstrated an exceptional ability to improve Client satisfaction, drive growth, streamline operations, and lead diverse global teams. William has a track record of transforming organizations, expanding market presence, and delivering results in fast-paced, complex environments. His extensive leadership experience equips him with the skills and insights needed to guide Dataprise to new heights.
William’s academic journey includes an MBA in Information Technology/Management Systems from Fordham University and a BS in Civil/Structural Engineering from Lehigh University. Beyond his professional endeavors, William is dedicated to mentoring high-potential leaders and actively engages in community involvement, further emphasizing his commitment to personal and professional growth.
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Chief Operating Officer
Howard Malloy
Howard Malloy serves as the Chief Operating Officer at Dataprise and leads the company’s business operations and technical services strategy and delivery.
Howard has over 30 years of executive leadership experience transforming organizations, developing world-class client support models, and driving operational excellence. His servant leadership style emphasizes empowering teams, managing change, and fostering innovation. Before joining Dataprise he spent nearly nine years at Ensono where he held various leadership roles, including Managing Director of India and Europe, and SVP of Global and Commercial Accounts. Prior to Ensono, Howard held service delivery and operations leadership roles at Savvis and CenturyLink.
Howard holds a bachelor’s degree in computer science from Webster University.
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Chief Strategy Officer
Scott Brindamour
Scott Brindamour serves as Chief Strategy Officer at Dataprise, partnering with the executive team to translate long-term vision into a cohesive, multi-year growth strategy. He ensures the company’s portfolio reinforces its position as a security-first, Microsoft-aligned MSP with both local depth and national scale.
Scott leads Product, Solutions Engineering, Professional Services, and Strategic Advisory, aligning strategy and execution to deliver measurable client outcomes and advance IT maturity across the Dataprise customer base.
With more than 30 years of experience in product management, innovation, and technical sales leadership, Scott previously led product and innovation at Lumen Technologies and held senior go-to-market and architecture roles at CenturyLink and SAVVIS Communications.
He holds a BS in Marketing/Computer Science from Merrimack College and is recognized for his authentic leadership style, customer-focused innovation, and strategic, analytical approach to growth.
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Chief Revenue Officer
Walt Strubbe
Walt Strubbe serves as Chief Revenue Officer at Dataprise, leading the company’s go-to-market strategy and driving performance across the entire revenue engine to accelerate growth and expand market presence. He partners closely across sales, marketing, client success, and delivery to strengthen execution, deepen client value, and build durable, efficient revenue streams.
Walt brings more than 20 years of leadership experience in private equity-backed environments across MSP, networking, cloud, and cybersecurity. Most recently, he served as SVP of Global Sales at Masergy, where he scaled a high-performing global sales organization and delivered consistent revenue growth. He previously held senior sales leadership roles at Tata Communications, CenturyLink, and Savvis.
Known for building client-centric, high-performing teams, Walt has a strong track record of improving sales productivity, strengthening pipeline quality, and driving operational rigor to support sustained growth.
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Chief Financial Officer
Siobhan de Leeuw
With more than 25 years of experience in strategic and operational finance, de Leeuw brings a wealth of knowledge and leadership to the role, having driven financial performance improvements in enterprise organizations across a range of industries, including SaaS, healthcare, IT, and telecommunications.
De Leeuw’s extensive background includes leadership roles at enterprise organizations, including her most recent position as VP of FP&A and Sales Operations at Everbridge. Prior to Everbridge, she held leadership roles at Savvis, CenturyLink, and Cable & Wireless. De Leeuw has a proven track record of building strong teams, leading business transformations, and providing effective financial oversight in both public and private multi-national companies. Her experience spans financial planning and analysis, strategic planning, sales, operations, M&A, and driving collaboration across all functions of the business.
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Chief People Officer
Amanda Gill
As Dataprise’s Chief People Officer, Amanda Gill leads the company’s human resource and talent acquisition and retention strategies, ensuring they are closely aligned with overall business objectives while fostering a best-in-class associate experience.
A passionate leader with 25+ years’ of human resources experience, Amanda has an extensive background in HR operations, retention planning, M&A integration, and talent acquisition, with recent roles serving as the Head of Talent Acquisition for North America and Latin America at Nokia and Vice President of Talent Acquisition for Oracle. Her skillsets and responsibilities extended beyond recruitment to include strategic collaboration, stakeholder management, and shaping initiatives in compensation, benefits, retention, DEI, and L&D.
Amanda holds a Bachelor’s degree in Psychology from Florida Atlantic University and has completed Accelerate Executive Insight (AEI) programs through University of Michigan and IESE.
Ready to work with a team that leads with people?
Whether you’re looking for a strategic IT partner or your next career move, our team is ready to talk.