Guild Executive and Leadership Team

July, 2026

Leadership Overview

Guild has 4 executives leading key functions including operations, people, and commercial strategy.

Driven by continuous innovation, Guild is dedicated to fostering a world where opportunity is as evenly distributed as talent, enabling individuals to rise, companies to grow, and the economy to thrive.

Leadership Roles at Guild

  • 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
  • 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 the Chief Financial Officer, ensuring strategic alignment and operational efficiency within the finance department. This role involves managing complex schedules, coordinating key financial meetings, and facilitating communication between the CFO and other executive leaders. Wilkins plays a vital part in streamlining financial operations and supporting the strategic decision-making processes that drive Guild's growth. By ensuring the CFO's priorities are effectively managed, Dani Wilkins contributes to the company's financial health and its ability to expand its reach. The focus is on enabling the finance function to operate at peak performance, supporting Guild's mission to democratize opportunity through education.

    Natalie McCullough - President & Chief Commercial Officer

    Natalie McCullough, the President & Chief Commercial Officer at Guild, spearheads the company's commercial strategy and revenue generation efforts, driving market expansion and client partnerships. McCullough directs sales, marketing, and business development functions, ensuring Guild's solutions effectively reach individuals and organizations seeking career advancement through education. This executive role is pivotal in translating Guild's mission into tangible market success, forging key relationships that accelerate growth. By optimizing commercial operations, Natalie McCullough ensures the company's offerings resonate with market needs, directly contributing to increased access to opportunity. The focus remains on expanding Guild's impact and solidifying its position as a leader in the future of work.

    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, directs operational strategy and internal culture initiatives. Overseeing the day-to-day functions, Boyles ensures seamless execution of company-wide programs and fosters an environment aligned with Guild's core belief in distributed opportunity. This leadership role involves optimizing resource allocation and driving efficiency across all departments, directly supporting the company's mission to connect individuals with career-advancing education. By managing critical operational workflows, Casey Boyles enhances the company's capacity to scale and serve its growing user base. The focus remains on building robust internal systems that empower employees and facilitate the company's ambitious growth trajectory in the evolving landscape of work.
    Casey Boyles

    Alana Brandes - Chief People Officer

    Alana Brandes, the Chief People Officer at Guild, architects the company's human capital strategy, focusing on talent acquisition, development, and fostering a vibrant organizational culture. Brandes drives initiatives that attract and retain top talent, ensuring Guild's workforce is equipped to meet the challenges of a rapidly changing work environment. This leadership position involves cultivating an inclusive and supportive workplace that mirrors the company's commitment to opportunity for all. By developing comprehensive HR programs, Alana Brandes directly impacts employee engagement and retention, crucial for scaling operations and innovation. The strategic oversight of people operations ensures that Guild's internal culture remains a powerful engine for growth and a testament to its founding principles.

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    Frequently Asked Questions Regarding Guild Top Executives and Leadership Team

    Who leads Guild?
    Guild is led by Dani Wilkins (Executive Business Partner To Chief Financial Officer), along with executives such as Natalie McCullough (President & Chief Commercial Officer) and Casey Boyles (Chief of Staff & Chief Operations Officer, Culture To The).
    Who is part of Guild’s executive team?
    The executive team of Guild includes leaders such as Dani Wilkins (Executive Business Partner To Chief Financial Officer), Natalie McCullough (President & Chief Commercial Officer), Casey Boyles (Chief of Staff & Chief Operations Officer, Culture To The) and other senior executives.
    How many executives does Guild have?
    Guild has 4 executives leading key business areas.
    What roles are included in Guild’s leadership team?
    The leadership team of Guild includes roles such as Executive Business Partner To Chief Financial Officer, President & Chief Commercial Officer, Chief of Staff & Chief Operations Officer, Culture To The, Chief People Officer.