Upland Executive and Leadership Team

August, 2026

Leadership Overview

Upland has 4 executives leading key functions including corporate strategy, operational management, financial oversight, and executive governance.

Focused on delivering cloud-based enterprise applications, Upland optimizes digital engagement and operational efficiency for organizations globally through a specialized portfolio of integrated software solutions designed to drive measurable business outcomes.

Leadership Roles at Upland

  • Chief Executive Officer & President (NASDAQ: UPLD) - Sean Nathaniel
  • Chairman & Chief Executive Officer - Jack McDonald
  • Interim Chief Financial Officer - David Tamez
  • President & Chief Operating Officer - Karen Cummings
  • Sean Nathaniel - Chief Executive Officer & President (NASDAQ: UPLD)

    Sean Nathaniel, the Chief Executive Officer & President (NASDAQ: UPLD) at Upland, directs the overarching corporate strategy and long-term growth trajectory. Nathaniel architects the integration of specialized enterprise software products to ensure maximum value for customers across diverse industries. By overseeing the alignment of product development with market demands, the Chief Executive Officer & President (NASDAQ: UPLD) drives digital engagement and knowledge management initiatives. This leadership role involves constant evaluation of the cloud-based application portfolio to maintain competitive advantages in the enterprise software sector. Through rigorous analysis of operational efficiency, Sean Nathaniel ensures that the company meets complex information governance requirements. The Chief Executive Officer & President (NASDAQ: UPLD) also manages investor relations and board communications to support sustained financial health. By fostering a culture of innovation, Nathaniel secures the company's position as a leader in delivering scalable, high-impact software solutions for modern business environments.
    Sean Nathaniel

    Jack McDonald - Chairman & Chief Executive Officer

    Jack McDonald, the Chairman & Chief Executive Officer at Upland, governs the strategic vision and high-level organizational direction. McDonald manages the acquisition strategy, identifying specialized software assets that expand the company's footprint in project management and sales productivity. As the Chairman & Chief Executive Officer, the executive oversees the integration of these assets into the broader cloud-based ecosystem to enhance customer experience. This role requires constant collaboration with the board to ensure alignment with shareholder interests and long-term market impact. By prioritizing the expansion of the enterprise software suite, Jack McDonald drives the company's mission to improve operational efficiency for clients. The Chairman & Chief Executive Officer also monitors global market trends to anticipate shifts in digital engagement needs. Through disciplined capital allocation and strategic oversight, McDonald maintains the company's reputation for delivering robust, reliable, and efficient software tools that solve critical business challenges across various sectors.
    Jack McDonald

    David Tamez - Interim Chief Financial Officer

    David Tamez, the Interim Chief Financial Officer at Upland, manages the financial health and fiscal reporting of the organization. Tamez directs the accounting, financial planning, and analysis functions to ensure accurate representation of the company's economic performance. As the Interim Chief Financial Officer, the executive oversees the budgeting process and capital management strategies that support the acquisition and integration of new software products. This role involves providing critical financial insights to the board and executive team to guide decision-making regarding project management and sales productivity investments. By monitoring cash flow and operational expenditures, David Tamez ensures that the company maintains the liquidity necessary for sustained growth. The Interim Chief Financial Officer also leads the financial compliance efforts, ensuring transparency in all reporting activities. Through meticulous oversight of the company's financial systems, Tamez supports the broader mission of delivering efficient, cloud-based enterprise solutions while maintaining long-term fiscal stability and shareholder value.

    Karen Cummings - President & Chief Operating Officer

    Karen Cummings, the President & Chief Operating Officer at Upland, executes the daily operational strategy and internal business processes. Cummings directs the functional teams responsible for delivering cloud-based applications, ensuring that marketing automation and customer experience tools meet rigorous performance standards. As the President & Chief Operating Officer, the executive manages the internal infrastructure required to support rapid scaling and service delivery. This leadership role involves optimizing cross-departmental workflows to improve overall organizational efficiency. By overseeing the implementation of information governance protocols, Karen Cummings ensures that all software products adhere to strict compliance and security requirements. The President & Chief Operating Officer also coordinates with other C-suite leaders to translate strategic goals into actionable operational plans. Through the management of internal resources and the refinement of service delivery models, Cummings drives the company's ability to provide consistent, high-quality software solutions to a diverse and growing global customer base.
    Karen Cummings

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    Frequently Asked Questions Regarding Upland Top Executives and Leadership Team

    Who leads Upland?
    Upland is led by Sean Nathaniel (Chief Executive Officer & President (NASDAQ: UPLD)), along with executives such as Jack McDonald (Chairman & Chief Executive Officer) and David Tamez (Interim Chief Financial Officer).
    Who is part of Upland’s executive team?
    The executive team of Upland includes leaders such as Sean Nathaniel (Chief Executive Officer & President (NASDAQ: UPLD)), Jack McDonald (Chairman & Chief Executive Officer), David Tamez (Interim Chief Financial Officer) and other senior executives.
    How many executives does Upland have?
    Upland has 4 executives leading key business areas.
    What roles are included in Upland’s leadership team?
    The leadership team of Upland includes roles such as Chief Executive Officer & President (NASDAQ: UPLD), Chairman & Chief Executive Officer, Interim Chief Financial Officer, President & Chief Operating Officer.