Why enterprise AI still feels so hard
05.06.2026 | Duration: 30.08
In this episode of You can with AI, NLW joins Rahsaan Shears and May Habib for a candid conversation on why enterprise AI isn’t stalled but overloaded—and what it takes to move beyond “AI theater” to real organizational change and execution.
In this episode of You can with AI, NLW is joined by Rahsaan Shears, Principal Advisory and aIQ Program Lead at KPMG LLP, and May Habib, CEO and co-founder of WRITER, for a candid conversation about why enterprise AI adoption has not stalled so much as overloaded. They discuss the gap between what AI can do and what organizations are actually able to change, why “AI theater” is giving way to harder questions about strategy and execution, how agents are forcing companies to rethink process from the ground up, and what separates AI leaders from laggards in the second half of 2026.
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Available on YouTube
Series hosted by
Nathaniel Whittemore,
Host of The AI Daily Brief.
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You Can With AI Podcast Series
Turning AI ambition into enterprise impact
Across each episode, you’ll hear from top leaders who have moved beyond experimentation and are actively scaling AI across their organizations. From overcoming adoption barriers to operationalizing AI responsibly, these conversations unpack what it really takes to turn ambition into impact.
