The Cloud Gambit

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Unraveling the state of cloud computing, markets, strategy, and emerging trends. Join William Collins and Eyvonne Sharp for valuable conversations with industry mavens that educate and empower listeners on the intricate field of innovation and opportunity.

28 JAN

Progressive Delivery: Shipping Software is Just the Beginning with Adam Zimman

In this episode, we sit down with Adam Zimman, author and VC advisor, to explore the world of progressive delivery and why shipping software is only the beginning. Adam shares his fascinating journey through tech—from his early days as a fire juggler to leadership roles at EMC, VMware, GitHub, and LaunchDarkly – and how those... Read more »

55 min
14 JAN

How Infrastructure Teams Can Scale Reasoning Without Losing Control with Chris Wade

The industry has pivoted from scripting to automation to orchestration – and now to systems that can reason. Today we explore what AI agents mean for infrastructure with Chris Wade, Co-Founder and CTO of Itential. We also dive into the brownfield reality, the potential for vendor-specific LLMs trained on proprietary knowledge, and advice for the... Read more »

42 min
10-12-2025

AutoCon 4 Recap, AI Tools, MCP's First Birthday, and More

In this year-end episode, William and Eyvonne recap their experiences at AutoCon 4 in Austin, Texas. They discuss the conference’s new multi-track format, including Eyvonne’s presentation in the leadership track on why technical projects fail. The conversation dives into how AI tools like Google Gemini can augment – not replace – human creativity, from research... Read more »

42 min
03-12-2025

Governing AI Agents for Real-World Infrastructure (Sponsored)

In this sponsored episode recorded live at AutoCon 4 in Austin, we sit down with Peter Sprygada, Chief Architect at Itential, to discuss Itential’s on-stage announcement of FlowAI. Peter shares his journey from network engineering skeptic to AI advocate, explaining how Itential securely connects AI agents to infrastructure with enterprise-grade governance and traceability. We dive... Read more »

39 min
26-11-2025

Constraint Drives Innovation with John Capobianco

Recorded live at AutoCon4, William Collins and Eyvonne Sharp join forces with John Capobianco for some in the moment thoughts and reflections on the AutoCon experience – from the in-person connections to the workshops to the stage presentations. John gives us the inside story on his very own workshop and the latest version releases in... Read more »

53 min
12-11-2025

The Tech Expertise Deficit with Russ White

Today we delve into the tech expertise deficit and why technical depth and decades of doing the work matter more than social media followers and content creation hype. Our guest is Russ White, engineer, author, teacher, and certification developer. We begin with current events in AI, and then investigate the differences between career and influence... Read more »

48 min
29-10-2025

How Are You Using AI?

Join William Collins and Evyonne Sharp as they catch up on all things AI. They discuss the AI bubble and how it relates to venture capital, stock, and company evaluations. They talk about the AI experience for the average person, the adoption rate of AI tools, and how the AI infrastructure buildout might affect the... Read more »

49 min
15-10-2025

Rockets, Networks, and Markets With Michael Reid

Michael Reid went from studying aerospace engineering to becoming CEO at Megaport, a global network-as-a-service platform. How did he get there, and what can we learn from his journey? We walk his career path, including a pivotal role scaling ThousandEyes from 74 million to over 2.4x ARR post-acquisition, and how those experiences shaped his approach to... Read more »

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Unraveling the state of cloud computing, markets, strategy, and emerging trends. Join William Collins and Eyvonne Sharp for valuable conversations with industry mavens that educate and empower listeners on the intricate field of innovation and opportunity.