"What It Takes to Run AI at Enterprise Scale"
"What It Takes to Run AI at Enterprise Scale"
Tue May 12 - 4:00 PM EDT/New York (See in local time)
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05/12/2026 4:00 PM
05/12/2026 04:40 PM
America/New_York
#WTGC2026
"What It Takes to Run AI at Enterprise Scale"
#WTGC2026
"What It Takes to Run AI at Enterprise Scale"
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"What It Takes to Run AI at Enterprise Scale"
"What It Takes to Run AI at Enterprise Scale"
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Session: What It Takes to Run AI at Enterprise Scale
Explore how CIOs are turning AI strategy into reality, with real-world examples, governance best practices, and scaling responsibly.AI has moved beyond experimentation. In 2026, the real differentiator is not ambition; it is execution.
While many organizations have launched pilots and proof-of-concepts, far fewer have successfully embedded AI into core workflows, decision-making processes, and operating models at scale. The challenge is no longer identifying use cases; it’s driving adoption, managing change, aligning architecture, and delivering measurable business impact.
This panel brings together leading CIOs to explore how they are translating AI strategy into enterprise reality. From modernizing legacy environments and building data foundations, to establishing governance guardrails and scaling responsibly, these leaders will share what it truly takes to move from isolated AI initiatives to sustained operational transformation.
Key Takeaways
- How CIOs are moving AI from experimentation to enterprise-wide execution.
- Best practices for governance, risk management, and responsible scaling.
- How to modernize legacy environments to support AI adoption.
- Strategies for driving organization-wide change management and adoption.
Bio
Sandy Venugopal, CIO, CoreWeaveBringing over 20 years of experience in technology leadership and digital transformation. Previously, she served as CIO at SentinelOne, Inc., where she led IT and data strategies that supported growth and innovation, and at Uber Technologies, Inc., where she scaled teams and operations during rapid expansion. Sandy has also held leadership roles at LinkedIn and currently serves on the board of The Adecco Group. At CoreWeave, she leads the company’s IT and digital transformation strategy, helping drive its hypergrowth and solidifying its position as a leader in AI and cloud infrastructure.
Monica Caldas, EVP & CIO, Liberty Mutual Insurance
Monica Caldas is Executive Vice President and Chief Information Officer of Liberty Mutual Insurance, the eighth-largest global property and casualty insurer, where she leads the company’s global Technology organization, overseeing all aspects of information technology and data engineering. She joined Liberty Mutual in 2018 as Global CIO of Global Retail Markets, spearheading its transformation into a strong and aligned global organization.
A recognized industry leader, Monica is a 2026 CIO Hall of Fame inductee and recipient of the 2025 MIT Sloan CIO Leadership Award, with additional recognition from WomenTech Network, BostonCIO, and HITEC. She is a champion of diversity in STEM, sponsoring initiatives for women in technology and actively supporting Hispanic affinity networks. Monica holds a BS from the University of Connecticut and an MBA from Pennsylvania State University.
Rashi Kumari, CIO, Medtronic
Rashmi is the Senior Vice President and Chief Information Officer of Medtronic, where she is responsible for digital business transformation across the company. She has over 30 years of experience in digital transformation, AI/ML, data and analytics, strategic planning, large-scale business process transformations, and operations.
She previously led the global IT team at Hewlett Packard Enterprises (HPE) as Senior Vice President and CIO, overseeing large scale digital transformation programs. Rashmi has also served as CIO and CTO for Fortune 50 companies including McKesson, Southern California Edison, Toyota, HPE, and Tata Steel. She is on the Board of Directors for Myriad Genetics.
Rashmi holds a bachelor’s degree in metallurgical engineering from BIT Sindri in India and an MBA from the University of California, Irvine.
Moderator:
Tatyana Mamut is Co-Founder & CEO of Wayfound, which helps enterprises supervise and improve AI agents. She has been a transformative product & technology executive driving innovation at AWS, Salesforce, Nextdoor, Pendo, and IDEO. She sits on company Boards and advises startups as well as investment funds. Tatyana holds over a dozen technology & design patents, including a patent for the "AI Agent Control Layer," an idea she developed in 2023. She has a PhD in economic anthropology from UC Berkeley and a BA in economics from Amherst College. She is a refugee from Ukraine and lives with her spouse and daughters in San Francisco.
