Breakout

Hollie Castro

Board Member, Advisor, Speaker & Business Executive, and Founder of HC Advice

Hollie Castro Headshot

Hollie Castro is a distinguished business leader with over 25 years’ experience enhancing shareholder value through strategic business growth and transformation at global companies. A five-time Chief Human Resources and Administration Officer and trusted Advisor to the C-Suite and Boards with experience spanning Fortune 500 companies to late-stage start-ups, Hollie has driven ROI and governance of talent investments while architecting cultures that propel IPO readiness and global expansion. Hollie has expertise in global HR strategy, talent management, succession planning, sustainability, ethics, and governance and has been recognized for leading transformations, uniting teams to solve complex challenges, and creating workplaces where employees thrive. She consistently delivers exceptional performance outcomes and significant shareholder value. Additionally, Hollie frequently conducts speaking engagements on the intersections of AI, Multigenerations in the workforce and Culture as the Hidden infrastructure.

Hollie serves as an Independent Board Member and Chair of the Compensation Committee at Groupe Dynamite (TSX: GRGD), where she brings extensive expertise in succession planning, compensation strategy, and business transformation. She also advises innovative, high-growth organizations. Hollie is a Board Member of the National Association of Corporate Directors (NACD) Texas TriCities and serves as Chapter Chair in Austin. Additionally, she sits on the Advisory Boards of Woba.io, a Copenhagen-based HR AI start-up, and ADP Ventures, the investment arm of ADP. She also supports the development of future HR leaders on the Advisory Board for the Center for Human Resources at Texas A&M University’s Mays School of Business.

Across all these roles, Hollie leverages her deep experience in corporate governance, compensation strategy, artificial intelligence, and organizational scaling to deliver strategic value and help boards and leaders prepare for the future of work.

A former CHRO and Chief Administration Officer at publicly traded YETI, BMC Software, Talisman Energy, and technology SaaS start-ups Miro and Kony, Hollie began her career at iconic companies like General Electric and Cisco Systems. Hollie is currently an advisor to several CEOs and C-suite at early stage companies. Hollie has managed budgets up to $200 million across 90 countries with workforces ranging from 1,500 to 50,000 employees. Her practical, outcome-oriented approach is rooted in first principles thinking.

Hollie brings a wealth of board and advisory experience, having served as an Independent Director for the wellness SaaS start-up Good FX, where she provided strategic guidance during its early growth stages. She has also contributed her expertise as a Non-Profit Board Member for Society for the Performing Arts – Houston and Caprock Academy, supporting initiatives that drive cultural and educational impact. In addition, Hollie has been an Advisory Board Member at Thunderbird University, now part of Arizona State University, where she offered insights on global leadership and business development. Her extensive experience also includes regularly participating in board meetings and acting as a management liaison to key committees—such as Compensation, Nominating and Governance, and M&A Committees—at publicly traded companies, including YETI, BMC Software, and Talisman Energy.

Hollie has exemplified strategic leadership across multiple key transitions in her career. She played an instrumental role in leading companies through the shift from private to publicly traded status, including at Groupe Dynamite and YETI, ensuring a seamless transition and long-term growth. Hollie also oversaw the successful privatization of BMC Software during its sale to Bain Capital and Insight Partners.. Her leadership was pivotal in the global market expansion of Groupe Dynamite, YETI, BMC Software, and Talisman Energy, driving international market entry and positioning these companies for success. Additionally, Hollie’s experience spans global mergers and acquisitions, having overseen more than 25 acquisitions, including major deals with Miro, BMC Software, Cisco, and GE. Throughout her career, she has worked closely with top-tier investors, including Accel and ICONIQ Capital at Miro and Cortec Group at YETI, helping to structure and secure strategic investments that fueled business growth.

Hollie was recently honored as one of HRO Today's HR Superstars in the Thought Leadership category. She is also frequently asked to share her insights in articles and interviews for media outlets such as Inc. Fast Company, HR Dive, Quartz, HRO Today, Employee Benefit New, Bizwomen, among others.

Hollie is a certified corporate director by Stanford University and NACD. She holds a B.A. from Marlboro College and an International MBA from Thunderbird. She has lived and worked in five countries, is fluent in Italian, Portuguese, French, Spanish, and English. Hollie is passionate about mentoring women and next-generation leaders. She enjoys musical theater, gourmet cooking, mountain adventures and traveling with her family.

Sessions

Breakout session

Wednesday, April 29, 12:45PM - 1:30PM

Bridging the Generational Divide: From Alpha to Boomers in the Age of Agentic AI

SHINE

In a world where Gen Alpha is already coding before they can write cursive, and Boomers are still leading boardrooms, the more workplace has never been more generationally diverse – more technologically complex. Add agentic AI to the mix – AI that doesn’t just assist but takes initiative – and pressure on leadership to adapt multiplies.

In this proactive and insightful session, Hollie castro, a 5x CHRRO and people-first strategist, will explore how agentic AI is accelerating generational tensions and reshaping the employer-employee contract. She’ll unpack what it means to lead in a world where AI tools are “thinking” independently, Gen Z is redefining loyalty, and Boomers are trying to keep pace with both. If you’re leading people – or trying to retain them – you need to understand what’s changing and what still matters.

This is not just about tech adoption. It’s about rethinking influence, trust, and the very definition of leadership across generations.

You will gain:

  • An understanding of the impact of agentic AI on multi-generational workplaces and how it shifts decision-making, autonomy, and communication across age groups

  • Actionable strategies to blend generational strengths, from Gen Alpha’s digital fluency to Boomers’ experience, to build adaptive and inclusive cultures

  • Perspective on how to lead through accelerated change, fostering cross-generational trust, upskilling at scale, and aligning people strategies with emerging AI capabilities

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