Guild Executive and Leadership Team

June, 2026

Leadership Overview

Guild has 5 executives leading key functions including strategy, operations, finance, people, and commercial.

Driven by the belief that opportunity should be as evenly distributed as talent, Guild empowers individuals and fuels company growth through accessible education, adapting to the evolving future of work.

Leadership Roles at Guild

  • Chief Executive Officer & Co-Founder - Rachel Romer
  • Executive Business Partner To Chief Financial Officer - Dani Wilkins
  • President & Chief Commercial Officer - Natalie McCullough
  • Chief of Staff & Chief Operations Officer, Culture To The - Casey Boyles
  • Chief People Officer - Alana Brandes
  • Rachel Romer - Chief Executive Officer & Co-Founder

    Rachel Romer, the Chief Executive Officer & Co-Founder at Guild, directs the overarching company vision and strategic direction. Romer champions the core belief that equitable opportunity drives individual advancement, business expansion, and economic prosperity. Overseeing all facets of the organization, Romer ensures the company's mission to distribute opportunity aligns with market demands, especially as AI and technological shifts redefine the future of work. This leadership role involves guiding innovation, fostering partnerships, and setting the ethical framework for Guild's operations. By maintaining a sharp focus on the accelerating pace of change, Rachel Romer ensures Guild remains at the forefront of providing essential educational pathways.

    Dani Wilkins - Executive Business Partner To Chief Financial Officer

    Dani Wilkins, the Executive Business Partner To Chief Financial Officer at Guild, provides critical support to financial leadership and strategic planning. Wilkins facilitates the flow of information and decision-making between the Chief Financial Officer and other key stakeholders, ensuring alignment on financial objectives. This position involves managing complex schedules, coordinating executive meetings, and preparing essential documentation to support financial operations. Overseeing administrative functions that directly impact financial oversight, Dani Wilkins contributes to the efficient management of company resources. The role is integral to maintaining financial discipline and supporting the strategic growth initiatives outlined by the CFO, ensuring operational continuity and fiscal responsibility.

    Natalie McCullough - President & Chief Commercial Officer

    Natalie McCullough, the President & Chief Commercial Officer at Guild, drives the company's commercial strategy and revenue generation efforts. McCullough oversees sales, marketing, and business development functions, focusing on expanding market reach and strengthening client relationships. This executive role is pivotal in translating Guild's mission into sustainable business growth, particularly in the context of technological disruption and the changing nature of work. Natalie McCullough ensures that commercial activities directly support the company's commitment to distributing opportunity. The leadership encompasses developing go-to-market strategies, managing key partnerships, and optimizing the customer journey to drive adoption and impact. McCullough's commercial acumen is essential for Guild's continued expansion.

    Casey Boyles - Chief of Staff & Chief Operations Officer, Culture To The

    Casey Boyles, the Chief of Staff & Chief Operations Officer, Culture To The at Guild, executes operational strategies and cultivates the organizational culture. Boyles manages the day-to-day functions, ensuring seamless integration of business objectives with employee experience. This role involves optimizing internal processes, resource allocation, and operational efficiency across all departments. Overseeing the implementation of key initiatives, Casey Boyles ensures that Guild's operational framework supports its mission of distributing opportunity. The focus on 'Culture To The' highlights a commitment to embedding company values into every aspect of operations, driving employee engagement and fostering a high-performance environment. Boyles's leadership ensures operational readiness for growth and adaptation.
    Casey Boyles

    Alana Brandes - Chief People Officer

    Alana Brandes, the Chief People Officer at Guild, directs all human capital strategies and talent management initiatives. Brandes oversees the development and implementation of programs that attract, retain, and develop a diverse and high-performing workforce. This leadership position is crucial for fostering an inclusive culture that reflects Guild's founding belief in equitable opportunity. Alana Brandes ensures that people operations align with the company's mission, supporting employee growth and well-being. The scope of this role includes shaping organizational design, managing compensation and benefits, and driving employee engagement strategies. Brandes's expertise is vital in navigating the evolving landscape of work and ensuring Guild's talent strategy supports its long-term success.

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    Frequently Asked Questions Regarding Guild Top Executives and Leadership Team

    Who leads Guild?
    Guild is led by Rachel Romer (Chief Executive Officer & Co-Founder), along with executives such as Dani Wilkins (Executive Business Partner To Chief Financial Officer) and Natalie McCullough (President & Chief Commercial Officer).
    Who is part of Guild’s executive team?
    The executive team of Guild includes leaders such as Rachel Romer (Chief Executive Officer & Co-Founder), Dani Wilkins (Executive Business Partner To Chief Financial Officer), Natalie McCullough (President & Chief Commercial Officer) and other senior executives.
    How many executives does Guild have?
    Guild has 5 executives leading key business areas.
    What roles are included in Guild’s leadership team?
    The leadership team of Guild includes roles such as Chief Executive Officer & Co-Founder, Executive Business Partner To Chief Financial Officer, President & Chief Commercial Officer, Chief of Staff & Chief Operations Officer, Culture To The, Chief People Officer.