Playfly Sports Executive and Leadership Team

October, 2026

Leadership Overview

Playfly Sports has 4 executives leading key functions including strategy, operations, finance, and organizational leadership.

Driven by a commitment to inclusive growth, Playfly Sports fosters diversity and equity through education, recruitment, and community development to empower equal opportunity across all sports marketing sectors.

Leadership Roles at Playfly Sports

  • Chief Executive Officer - Craig Sloan
  • Chief Operating Officer & Chief Financial Officer - Nicolina O'Rorke
  • President - Christy Hedgpeth
  • Sports Properties Strategy & Finance Head - Robert Eckstein
  • Craig Sloan - Chief Executive Officer

    Craig Sloan, the Chief Executive Officer at Playfly Sports, directs the overarching strategic vision and corporate mission. Overseeing the integration of marketing services and sports properties, the Chief Executive Officer ensures alignment with the four pillars of education, recruitment, development, and community. This leadership role involves managing high-level partnerships and driving North American market expansion to solidify the company's industry position. By prioritizing an inclusive culture, Craig Sloan empowers the entire organization to achieve sustainable growth and operational excellence. The Chief Executive Officer collaborates closely with the Board to refine long-term objectives while maintaining a focus on equal voice and expression. Through consistent engagement with internal teams, Sloan cultivates a professional environment that supports the broader business model. Ultimately, the Chief Executive Officer secures the company's reputation as a leader in the sports marketing landscape by championing innovation and equitable practices across all regional operations.
    Craig Sloan

    Nicolina O'Rorke - Chief Operating Officer & Chief Financial Officer

    Nicolina O'Rorke, the Chief Operating Officer & Chief Financial Officer at Playfly Sports, manages the financial health and operational efficiency of the organization. Overseeing fiscal planning and resource allocation, the Chief Operating Officer & Chief Financial Officer ensures that all business units maintain profitability while supporting the company's diversity and inclusion initiatives. This leadership role involves optimizing internal processes to scale service delivery across diverse sports properties. By monitoring key performance indicators, Nicolina O'Rorke drives financial stability and operational agility. The Chief Operating Officer & Chief Financial Officer works alongside other executives to translate strategic goals into actionable financial plans. Through rigorous oversight of capital investments and operational workflows, O'Rorke strengthens the company's market impact. This position requires constant evaluation of economic trends to maintain a competitive edge in the sports marketing industry, ensuring that every operational decision aligns with the core mission of fostering belonging and opportunity.
    Nicolina O'Rorke

    Christy Hedgpeth - President

    Christy Hedgpeth, the President at Playfly Sports, leads the execution of business development and client engagement strategies. Overseeing the daily operations of key service divisions, the President ensures that the company's commitment to diversity, equity, and inclusion remains central to all client interactions. This leadership role involves building strong relationships with partners and driving growth through innovative marketing solutions. By fostering a culture of collaboration, Christy Hedgpeth empowers teams to deliver exceptional value to surrounding communities. The President works in tandem with the executive team to refine service offerings and expand the company's footprint in the sports industry. Through active management of departmental performance, Hedgpeth ensures that all business activities support the overarching goal of creating an inclusive environment. This position requires a focus on operational excellence and strategic alignment, ultimately positioning the company as a premier partner for organizations seeking to leverage sports for meaningful community impact.

    Robert Eckstein - Sports Properties Strategy & Finance Head

    Robert Eckstein, the Sports Properties Strategy & Finance Head at Playfly Sports, architects the financial frameworks and strategic roadmaps for the company's sports property portfolio. Overseeing revenue modeling and asset valuation, the Sports Properties Strategy & Finance Head ensures that all property investments align with the broader corporate mission of community development and inclusive growth. This leadership role involves analyzing market data to identify new opportunities for expansion across North American territories. By managing complex financial structures, Robert Eckstein supports the long-term viability of sports partnerships. The Sports Properties Strategy & Finance Head collaborates with the finance team to maintain fiscal discipline while pursuing aggressive growth targets. Through precise strategic planning, Eckstein enhances the value proposition for clients and stakeholders alike. This role demands a deep understanding of the sports marketing ecosystem to drive sustainable revenue streams, ensuring that every financial strategy reflects the company's commitment to empowerment and equal opportunity.

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    Frequently Asked Questions Regarding Playfly Sports Top Executives and Leadership Team

    Who leads Playfly Sports?
    Playfly Sports is led by Craig Sloan (Chief Executive Officer), along with executives such as Nicolina O'Rorke (Chief Operating Officer & Chief Financial Officer) and Christy Hedgpeth (President).
    Who is part of Playfly Sports’s executive team?
    The executive team of Playfly Sports includes leaders such as Craig Sloan (Chief Executive Officer), Nicolina O'Rorke (Chief Operating Officer & Chief Financial Officer), Christy Hedgpeth (President) and other senior executives.
    How many executives does Playfly Sports have?
    Playfly Sports has 4 executives leading key business areas.
    What roles are included in Playfly Sports’s leadership team?
    The leadership team of Playfly Sports includes roles such as Chief Executive Officer, Chief Operating Officer & Chief Financial Officer, President, Sports Properties Strategy & Finance Head.