AI Collaboration Roundtables
Next Roundtable: 9. 30. 25
TOPIC: Inside the Enterprise Buyer’s Mind -
How CIOs Evaluate AI Investments
REGISTER
EXECUTIVE ROUNDTABLE SERIES
Overview & Agenda
Join us from 2 - 3 pm ET on Tues., Sept. 30th as we chat with Cindy Stoddard, Global Chief Information Officer at Adobe, other senior growth leaders from emerging AI companies on procurement, potential, and the real cost of pilot fatigue.
We'll keep things fairly informal, but will make sure to cover the following:
- Introductions and a brief spotlight on Cindy Stoddard, Global Chief Information Officer at Adobe to stage the conversation.
- Roundtable discussion focused on what drives (or kills) AI deals inside the enterprise.Â
- Q&A and best practice collaboration on why budget isn’t the blocker, how CIOs measure trust, proof, and red flags, and the difference between proof-of-concept and proof-of-value.
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14/15 Seats Filled
We'll send out meeting links once you're confirmed.
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Meet the Executives

EXECUTIVE SPOTLIGHT
Cindy Stoddard
Global Chief Information Officer, Adobe
Cindy Stoddard is a global CIO, board member, and technology leader recognized among Forbes’ 50 Over 50, Top 10 CIOs in North America, and Top 10 Women in Technology. For more than three decades, she has led transformation at Fortune 500 enterprises, driving digital, AI, and cloud strategies that deliver innovation, scale, and measurable business value.
As SVP & CIO at Adobe, Cindy guides global IT, cloud operations, and service management to enable always-on platforms, modernize enterprise architecture, accelerate AI adoption, and deliver personalized employee experiences. She builds high-performance cultures rooted in curiosity, courage, and collaboration, earning multiple CIO 100 Awards for initiatives that improved efficiency, innovation, and customer outcomes.Â

EXECUTIVEÂ HOST
Cat Valverde
Founder, Enterprise AI Group
Cat Valverde is the Founder of Enterprise AI, a strategic advisory firm guiding Fortune 500 teams through the noise to build results-driven AI stacks. With an MBA, ongoing graduate studies in Organizational Psychology at Harvard, and millions in direct revenue generated through digital transformation, Cat brings a systems-thinking lens to complex enterprise challenges. As a trusted advisor to venture-backed startups and global innovators alike, she helps bridge the messy middle between AI hesitation and scalable success.
As an advisor, Cat supports multiple boards with insight into enterprise buying behavior, go-to-market alignment, and stakeholder trust in high-stakes sales. Her Daily Briefing is read by leaders at Salesforce, Oracle, Nvidia, and McKinsey.
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About Us

Who We Are
At Enterprise AI Group, we don’t do hype, we do what works. Our job is to equip enterprise leaders with the strategic clarity, trusted vendors, and execution-ready frameworks they need to move fast and get it right.

What We Do
We arm you with ongoing intelligence through our Daily Briefing, provide behind-the-scenes insights in our invite-only webinars, roundtables, and events, and host highly engaged conferences where real conversations, not panels full of buzzwords, drive the agenda.
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