Cassidy Reid is a seasoned AI strategist and digital transformation leader with over a decade of experience driving enterprise innovation and operational efficiency for Fortune 500 organizations—delivering more than $100 million in measurable savings across her career. She currently serves as Head of Digital Transformation at CAI, where she leads large-scale AI strategy, automation, and digital transformation initiatives. Cassidy is also the Founder of Women in Automation, a global organization dedicated to empowering and upskilling women in AI, automation, and emerging technologies. Through this work, she’s cultivated a growing community of professionals and advocates advancing gender diversity in the future of work.
Experimentation is the fuel for enterprise AI success, but too often it’s misused! Many organizations either launch proofs of concept without strategic alignment or overinvest in moonshot projects that never scale. This panel explores how senior leaders can rethink experimentation as a disciplined, measurable function: one that connects technical potential with real-world use cases, mitigates risk, and builds a defensible ROI case from day one.
AI and technology face a global talent shortage, yet women remain underrepresented due to systemic barriers, confidence gaps, and myths about talent scarcity. These challenges stifle innovation and limit organizational growth. This session, led by Cassidy Reid, founder of Women in Automation, explores how to recognize women’s strengths, break cultural and structural barriers, and design effective upskilling and retention strategies.
• Build stronger pipelines by challenging the “women are hard to find” myth with targeted outreach
• Increase representation by redesigning recruitment and promotion practices for inclusivity
• Boost innovation by leveraging women’s multitasking, efficiency, and collaboration strengths
• Strengthen retention by creating tailored upskilling and mentorship pathways
Check out the incredible speaker line-up to see who will be joining Cassidy.
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