Milestone Executive and Leadership Team

November, 2026

Leadership Overview

Milestone has 5 executives leading key functions including strategy, operations, finance, marketing, and human resources.

Focused on global IT managed services, Milestone empowers organizations to scale technology infrastructure while driving digital transformation, innovation, and operational agility across diverse enterprise environments.

Leadership Roles at Milestone

  • Chief Executive Officer - Sameer Kishore
  • Chief Financial Officer - David Laidler
  • Chief Operating Officer - Michael Riep
  • Chief Marketing Officer - Joshua Eagan
  • Chief People Officer - Arlene LaBorde
  • Sameer Kishore - Chief Executive Officer

    Sameer Kishore, the Chief Executive Officer at Milestone, directs the overarching corporate strategy and long-term vision for the global IT managed services firm. By aligning technology infrastructure initiatives with client business outcomes, the Chief Executive Officer ensures Milestone maintains a competitive edge in the digital transformation market. Sameer Kishore architects high-level partnerships that facilitate innovation and operational agility for enterprise clients across international markets. This leadership role involves constant collaboration with the Board to refine service delivery models and expand the company footprint. Through rigorous oversight of organizational performance, the Chief Executive Officer drives sustainable growth and market expansion. By prioritizing client-centric solutions, the Chief Executive Officer secures the firm's position as a leader in the IT consulting sector. Ultimately, the Chief Executive Officer fosters a culture of excellence that supports the complex technological needs of modern global organizations.
    Sameer Kishore

    David Laidler - Chief Financial Officer

    David Laidler, the Chief Financial Officer at Milestone, governs the financial health and fiscal strategy of the global IT managed services firm. Overseeing capital allocation and financial planning, the Chief Financial Officer ensures the company possesses the resources required to drive innovation and digital transformation. David Laidler manages complex financial reporting and risk assessment to support long-term stability and growth. This leadership role involves providing the Board with critical insights into market performance and investment opportunities. By maintaining rigorous financial controls, the Chief Financial Officer enables the firm to scale infrastructure services effectively. The Chief Financial Officer collaborates with other executives to align budgetary priorities with the company's overarching business objectives. Through precise financial management, the Chief Financial Officer secures the capital necessary for expansion and technological advancement. Ultimately, the Chief Financial Officer ensures the firm remains financially resilient while pursuing aggressive market growth.
    David Laidler

    Michael Riep - Chief Operating Officer

    Michael Riep, the Chief Operating Officer at Milestone, manages the internal scaling of IT managed services and infrastructure delivery. Overseeing global operational workflows, the Chief Operating Officer ensures that service delivery remains consistent and efficient across all regional markets. Michael Riep optimizes internal processes to support the firm's commitment to digital transformation and operational agility. This leadership role requires close coordination with department heads to streamline resource allocation and improve service quality. By implementing robust operational frameworks, the Chief Operating Officer drives productivity and enhances the overall client experience. The Chief Operating Officer monitors performance metrics to identify opportunities for process improvement and cost reduction. Through strategic management of daily operations, the Chief Operating Officer supports the company's mission to provide scalable technology solutions. Ultimately, the Chief Operating Officer maintains the operational integrity necessary for sustained business success.
    Michael Riep

    Joshua Eagan - Chief Marketing Officer

    Joshua Eagan, the Chief Marketing Officer at Milestone, directs the global brand strategy and market positioning for the IT managed services firm. Overseeing demand generation and corporate communications, the Chief Marketing Officer ensures the company's value proposition regarding digital transformation and innovation reaches key enterprise decision-makers. Joshua Eagan architects marketing campaigns that highlight the firm's ability to drive operational agility for clients. This leadership role involves analyzing market trends to refine the company's messaging and competitive differentiation. By managing the brand identity, the Chief Marketing Officer supports the sales pipeline and fosters strong client relationships. The Chief Marketing Officer works closely with the executive team to align marketing initiatives with broader business goals. Through strategic outreach and content development, the Chief Marketing Officer expands the firm's influence in the technology consulting space. Ultimately, the Chief Marketing Officer drives brand awareness and supports the company's growth trajectory.

    Arlene LaBorde - Chief People Officer

    Arlene LaBorde, the Chief People Officer at Milestone, leads the human capital strategy and organizational development for the global IT managed services firm. Overseeing talent acquisition, employee engagement, and workforce planning, the Chief People Officer ensures the company attracts and retains the expertise required to drive digital transformation and innovation. Arlene LaBorde architects programs that foster a culture of operational agility and continuous learning. This leadership role involves aligning human resources initiatives with the company's long-term business objectives. By managing performance management systems and professional development, the Chief People Officer supports the growth of the workforce. The Chief People Officer collaborates with the executive team to ensure organizational structure supports the firm's service delivery goals. Through strategic talent management, the Chief People Officer builds a high-performing team capable of meeting complex client needs. Ultimately, the Chief People Officer secures the human capital necessary for sustained corporate success.
    Arlene LaBorde

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    Frequently Asked Questions Regarding Milestone Top Executives and Leadership Team

    Who leads Milestone?
    Milestone is led by Sameer Kishore (Chief Executive Officer), along with executives such as David Laidler (Chief Financial Officer) and Michael Riep (Chief Operating Officer).
    Who is part of Milestone’s executive team?
    The executive team of Milestone includes leaders such as Sameer Kishore (Chief Executive Officer), David Laidler (Chief Financial Officer), Michael Riep (Chief Operating Officer) and other senior executives.
    How many executives does Milestone have?
    Milestone has 5 executives leading key business areas.
    What roles are included in Milestone’s leadership team?
    The leadership team of Milestone includes roles such as Chief Executive Officer, Chief Financial Officer, Chief Operating Officer, Chief Marketing Officer, Chief People Officer.