AI Is Having Its Dropbox Moment episode artwork

EPISODE · Jun 3, 2026 · 23 MIN

AI Is Having Its Dropbox Moment

from AI Proving Ground Podcast: Exploring Artificial Intelligence & Enterprise AI with World Wide Technology · host World Wide Technology: Artificial Intelligence Experts

Remember when employees started using Dropbox before IT approved it?AI agents feel a lot like that moment.People are building them because they're useful. Not because they were told to. The surprise isn't that agents are showing up across the enterprise, it's how quickly they're multiplying.In this episode of the AI Proving Ground Podcast, Softchoice's Craig McQueen and Stephanie Donahue discuss Microsoft's answer to a problem many organizations are only beginning to see: AI adoption is outpacing governance.We explore Microsoft 365 E7, the rise of shadow AI and why organizations are starting to think differently about identity, visibility and accountability in a world where agents can take action on their own.The challenge isn't getting employees to use AI, it's figuring out what they've already built.Support for this episode provided by: HP PolyMore about this week's guests:Craig McQueen is Vice President of Digital Acceleration at Softchoice, where he helps shape the company's technology strategy and go-to-market vision. He leads the development of customer-focused services and solutions that help organizations securely adopt and scale emerging technologies across cloud, data center, collaboration and the digital workplace. Working closely with customers and partners, Craig focuses on turning technology innovation into measurable business outcomes.Stephanie Donahue is Director of AI Business Solutions at Softchoice, where she helps organizations adopt and scale AI-powered ways of working. Her focus includes Microsoft 365, Copilot, agents and the broader technologies shaping the future of work. A Microsoft Regional Director and MVP, Stephanie works closely with customers to turn emerging technologies into practical business outcomes while helping organizations navigate AI adoption, governance and workforce transformation.The AI Proving Ground Podcast leverages the deep AI technical and business expertise from within World Wide Technology's one-of-a-kind AI Proving Ground, which provides unrivaled access to the world's leading AI technologies. This unique lab environment accelerates your ability to learn about, test, train and implement AI solutions. Learn more about WWT's AI Proving Ground.The AI Proving Ground is a composable lab environment that features the latest high-performance infrastructure and reference architectures from the world's leading AI companies, such as NVIDIA, Cisco, Dell, F5, AMD, Intel and others.Developed within our Advanced Technology Center (ATC), this one-of-a-kind lab environment empowers IT teams to evaluate and test AI infrastructure, software and solutions for efficacy, scalability and flexibility — all under one roof. The AI Proving Ground provides visibility into data flows across the entire development pipeline, enabling more informed decision-making while safeguarding production environments. 

Episode metadata supplied by the publisher feed · Published Jun 3, 2026

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Remember when employees started using Dropbox before IT approved it? AI agents feel a lot like that moment. People are building them because they're useful. Not because they were told to. The surprise isn't that agents are showing up across the enterprise, it's how quickly they're multiplying. In this episode of the AI Proving Ground Podcast, Softchoice's Craig McQueen and Stephanie Donahue discuss Microsoft's answer to a problem many organizations are only beginning to see: AI adoption is ou...

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AI Is Having Its Dropbox Moment

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This episode was published on June 3, 2026.

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