Dayforce Executive and Leadership Team

August, 2026

Leadership Overview

Dayforce has 8 executives leading key functions including corporate strategy, financial oversight, human resources enablement, revenue operations, business development, operational management, people strategy, and banking services.

Focused on delivering comprehensive workforce management solutions, Dayforce empowers global organizations to streamline HR administration, optimize labor scheduling, and improve operational efficiency through advanced analytics and intuitive software.

Leadership Roles at Dayforce

  • Chief Executive Officer & Chairman of the Board - David Ossip
  • Chief Financial Officer - Jeremy Johnson
  • President & Chief Operating Officer - Stephen Holdridge
  • President, Dayforce National Trust Bank - Nicholas Cucci
  • Director, Human Resources Enablement & Chief of Staff - Kaity Burwick
  • Chief of Staff To the Chief Revenue Officer - Lindsay Field
  • Chief of Staff (Americas) New Business organization - Sherri Kolomayz
  • Executive Vice President & Chief People Officer - John Cardella
  • David Ossip - Chief Executive Officer & Chairman of the Board

    David Ossip, the Chief Executive Officer & Chairman of the Board at Dayforce, directs the overarching corporate strategy and long-term vision for the organization. By prioritizing innovation in HR software, the Chief Executive Officer & Chairman of the Board ensures the platform maintains a competitive edge in workforce management. David Ossip oversees the alignment of product development with global market demands, ensuring the suite of tools for time tracking and labor forecasting remains industry-leading. This leadership role involves constant engagement with the Board to drive sustainable growth and shareholder value. Through the optimization of application performance and user experience, the Chief Executive Officer & Chairman of the Board secures the company's position as a premier provider of B2B service offerings. By fostering a culture of excellence, the executive maintains high standards across all international operations, ultimately shaping the future trajectory of the entire enterprise.
    David Ossip

    Jeremy Johnson - Chief Financial Officer

    Jeremy Johnson, the Chief Financial Officer at Dayforce, manages the fiscal health and capital allocation strategies for the organization. Overseeing global financial planning and analysis, the Chief Financial Officer ensures the company maintains robust liquidity to support ongoing investments in HR technology. Jeremy Johnson directs the budgeting processes that underpin the development of advanced analytics and employee self-service portals. This leadership role requires close collaboration with the executive team to evaluate the financial impact of new market expansions and product enhancements. By monitoring key performance indicators, the Chief Financial Officer drives operational efficiency and cost-effectiveness across all business units. The executive maintains rigorous compliance standards while supporting the broader mission of delivering value to clients. Through strategic financial oversight, the Chief Financial Officer strengthens the balance sheet, enabling the company to scale its workforce management solutions effectively within the competitive global software landscape.
    Jeremy Johnson

    Stephen Holdridge - President & Chief Operating Officer

    Stephen Holdridge, the President & Chief Operating Officer at Dayforce, manages the day-to-day operations and service delivery for the entire organization. By overseeing the global implementation of workforce management solutions, the President & Chief Operating Officer ensures that clients receive high-quality support and reliable software performance. Stephen Holdridge directs the teams responsible for customer success, technical support, and professional services. This leadership role involves optimizing internal processes to increase efficiency and reduce time-to-value for new customers. By aligning operational capabilities with the company's product vision, the President & Chief Operating Officer supports the delivery of a seamless user experience. The executive collaborates with other C-suite leaders to ensure that operational scaling keeps pace with market demand. Through the management of complex service delivery models, the President & Chief Operating Officer maintains the company's reputation for excellence and drives long-term client retention across all global markets.
    Stephen Holdridge

    Nicholas Cucci - President, Dayforce National Trust Bank

    Nicholas Cucci, the President, Dayforce National Trust Bank at Dayforce, directs the financial services and banking operations that integrate with the core HR platform. By overseeing the management of trust assets and banking compliance, the President, Dayforce National Trust Bank ensures the secure processing of payroll and related financial transactions for clients. Nicholas Cucci coordinates the integration of banking services with the company's workforce management tools, providing a comprehensive solution for complex financial needs. This leadership role involves maintaining rigorous regulatory standards and managing relationships with financial partners. By optimizing the flow of funds and ensuring transaction accuracy, the President, Dayforce National Trust Bank enhances the value proposition of the platform. The executive collaborates with product teams to develop new financial features that meet the evolving needs of global organizations. Through strategic oversight of banking operations, the President, Dayforce National Trust Bank secures the financial integrity of the company's service offerings.
    Nicholas Cucci

    Kaity Burwick - Director, Human Resources Enablement & Chief of Staff

    Kaity Burwick, the Director, Human Resources Enablement & Chief of Staff at Dayforce, coordinates internal initiatives to optimize organizational performance and HR administration. By streamlining internal workflows, the Director, Human Resources Enablement & Chief of Staff ensures the company effectively utilizes its own workforce management tools. Kaity Burwick facilitates communication between departments, aligning operational goals with the broader corporate mission. This leadership role involves managing complex projects that enhance employee engagement and administrative productivity. By analyzing internal data, the Director, Human Resources Enablement & Chief of Staff identifies opportunities to improve task management and resource allocation. The executive supports the leadership team by providing actionable insights that drive decision-making and organizational agility. Through the implementation of best practices in HR enablement, the Director, Human Resources Enablement & Chief of Staff fosters a high-performance environment, ensuring the company remains a leader in delivering efficient, user-friendly software solutions to a global client base.

    Lindsay Field - Chief of Staff To the Chief Revenue Officer

    Lindsay Field, the Chief of Staff To the Chief Revenue Officer at Dayforce, manages the strategic priorities and operational cadence of the revenue organization. By coordinating cross-functional efforts, the Chief of Staff To the Chief Revenue Officer ensures the sales and marketing teams remain aligned with the company's growth objectives. Lindsay Field oversees the execution of revenue-generating initiatives, focusing on the expansion of B2B service offerings across diverse markets. This leadership role involves synthesizing complex data to support the Chief Revenue Officer in making informed decisions regarding market penetration and client acquisition. By optimizing the sales funnel and improving lead management, the Chief of Staff To the Chief Revenue Officer drives consistent revenue growth. The executive facilitates seamless collaboration between product teams and revenue departments, ensuring that client feedback directly informs future software enhancements. Through rigorous operational management, the Chief of Staff To the Chief Revenue Officer secures the company's market position and long-term financial success.

    Sherri Kolomayz - Chief of Staff (Americas) New Business organization

    Sherri Kolomayz, the Chief of Staff (Americas) New Business organization at Dayforce, directs the operational strategy for acquiring new clients throughout the Americas. By overseeing the implementation of business development processes, the Chief of Staff (Americas) New Business organization ensures the company effectively captures market share in the competitive HR software sector. Sherri Kolomayz coordinates the efforts of regional teams to deliver tailored workforce management solutions to prospective organizations. This leadership role involves refining the go-to-market strategy and ensuring that new business initiatives align with the company's overall product roadmap. By monitoring regional performance metrics, the Chief of Staff (Americas) New Business organization identifies trends and opportunities for growth. The executive facilitates communication between sales, marketing, and product development to ensure a cohesive approach to client acquisition. Through strategic planning and execution, the Chief of Staff (Americas) New Business organization drives the expansion of the company's footprint across the Americas.

    John Cardella - Executive Vice President & Chief People Officer

    John Cardella, the Executive Vice President & Chief People Officer at Dayforce, directs the human capital strategy and organizational culture for the company. By overseeing talent acquisition, employee development, and performance management, the Executive Vice President & Chief People Officer ensures the organization attracts and retains top-tier professionals. John Cardella implements programs that foster diversity, equity, and inclusion, aligning the workforce with the company's mission of innovation. This leadership role involves designing compensation and benefits structures that support the company's competitive position in the software industry. By leveraging internal HR tools, the Executive Vice President & Chief People Officer optimizes the employee experience and promotes a culture of continuous learning. The executive collaborates with the leadership team to ensure that organizational design supports the company's strategic goals. Through the development of robust people strategies, the Executive Vice President & Chief People Officer strengthens the foundation of the company, enabling sustained growth and operational success.

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    Frequently Asked Questions Regarding Dayforce Top Executives and Leadership Team

    Who leads Dayforce?
    Dayforce is led by David Ossip (Chief Executive Officer & Chairman of the Board), along with executives such as Jeremy Johnson (Chief Financial Officer) and Stephen Holdridge (President & Chief Operating Officer).
    Who is part of Dayforce’s executive team?
    The executive team of Dayforce includes leaders such as David Ossip (Chief Executive Officer & Chairman of the Board), Jeremy Johnson (Chief Financial Officer), Stephen Holdridge (President & Chief Operating Officer) and other senior executives.
    How many executives does Dayforce have?
    Dayforce has 8 executives leading key business areas.
    What roles are included in Dayforce’s leadership team?
    The leadership team of Dayforce includes roles such as Chief Executive Officer & Chairman of the Board, Chief Financial Officer, President & Chief Operating Officer, President, Dayforce National Trust Bank, Director, Human Resources Enablement & Chief of Staff.