Oct 21, 202653 min
AI adoption is replaying many of cloud’s early mistakes, but agentic systems introduce a broader spending population, nondeterministic costs, and systems that can act on their own. In this sponsored episode...
About this Podcast:
The Cloud Gambit Podcast unravels 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.
Pitch Analysis
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Contact path
Public web form
Booking probability
30%
Guest openness
Selective
80/100
Required Score
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What is The Cloud Gambit about?
The Cloud Gambit Podcast unravels 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.
What has The Cloud Gambit covered recently?
Recent episodes include "TCG087: AI FinOps, Governance, and Cloud Strategy with Gartner (Sponsored)" (21 October 2026, 53 minutes), "TCG086: Why Training AI to Have a Self Makes Governance Harder" (14 October 2026, 74 minutes), and "TCG085: Enterprise Salescraft with Drew Meli" (30 September 2026, 55 minutes).
How often does The Cloud Gambit publish?
The Cloud Gambit publishes roughly every two weeks, with episodes averaging 53 minutes.
How hard is it to get booked on The Cloud Gambit?
Booking probability for The Cloud Gambit is 30%, and the host is rated Selective on guests. The Cloud Gambit requires a Pod Score of 80 or higher. The Cloud Gambit's contact route on record: public web form.
Who should pitch The Cloud Gambit?
The strongest fits for The Cloud Gambit are Cloud, Data & Web Hosting and IT Services & Software Development. The Cloud Gambit has a technology audience.
About the host
The Cloud Gambit is a technology podcast.
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Recent episodes
Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.
- Oct 14, 20261h 14m
John Capobianco returns to the show to discuss the latest developments in Model Context Protocol (MCP) and agentic infrastructure. John and host William Collins weigh in on the ongoing debate on AI consciousness...
Episode #85
TCG085: Enterprise Salescraft with Drew Meli
Sep 30, 202655 minWilliam Collins and guest Drew Meli explore the realities of buying enterprise SaaS and infrastructure. They cover the common engineering misconceptions about enterprise sales, navigating rigorous security reviews...
- Sep 2, 202653 min
Mark Zuckerberg argues that broadly distributed personal AI, or a “superintelligence” in his parlance, can increase prosperity and counter the risks of AI being controlled by a handful of government and...
- Aug 19, 202646 min
William Collins and Eyvonne Sharp dig into the latest AI headlines, from the largest copyright settlement in American history to stolen AI models and invisible watermarks on Claude output. Plus, they discuss why so many...
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- Aug 5, 20261h 5m
William Collins is joined by guest co-host Eric Chou as well as Network Automation Forum founders Scott Robohn and Chris Grundemann to discuss how their community emerged from a simple question: Why haven’t we...
Episode #80
TCG080: Skills Over MCP and More
Jul 22, 202656 minWhat if your MCP server shipped with its own manual? Angie Jones, VP of Developer Experience at the Agentic AI Foundation, joins William and Eyvonne to break down the Skills Over MCP working group effort, which delivers...
- Jul 1, 202648 min
Malcolm Matalka joins William and Eyvonne to challenge the narrative that Infrastructure as Code (IaC) is dead. Malcolm argues that the real value of IaC was never the syntax, but state and governance. Together they...
- Jun 17, 202651 min
The Pope issued a recent encyclical on AI, urging developers to safeguard human agency in the age of artificial intelligence. Eyvonne and William explore this encyclical, moving beyond the headlines to the core message...
- Jun 3, 202645 minS0
William and Eyvonne discuss recent tech news, including the growing political and community opposition to AI data centers driven by fears over power and water usage. They also analyze the “AI Chip War” as hyperscalers...
- May 20, 202656 minS0
Today our Packet Pushers team assembles to discuss whether the grass is greener on the NetOps or DevOps side of the telemetry fence. William of The Cloud Gambit, Scott of Total Network Operations, and Ned and Kyler of...
Episode #75
Say the Thing: How the Network Automation Conference Circuit Shaped One SP Operator's Voice
May 6, 202649 minS0Eyvonne and William sit down with Joseph Nicholson, a Network Operations Engineer with NTT DATA, to share how public speaking transformed his career and technical experience. Joseph went from a terrifying ten minute...
Episode #74
From SOAR to Agents: Why Practical Automation Has to Survive Contact with Real Infrastructure
Apr 22, 202645 minS0Eyvonne Sharp and William Collins speak with Sif Baksh, Principal Solutions Architect at Tines, to discuss the power of automation. Sif shares some personal stories of how he has been able to use automation to innovate...
Episode #73
From Vibes to Governed: What Building a Real Network Agent Reveals About Spec-Driven Development
Apr 8, 202658 minS0Vibe coding: give AI a description of what you want, the model writes the code, you ship it, and then you hope for the best. It works great for side projects, but it can fall apart the moment you point an AI agent at...
- Mar 25, 202650 minS0
William Collins and Eyvonne Sharp invite Skylar Sands, Senior Automation Engineer at World Wide Technology, to discuss what it means to integrate AI into the daily workflow in a meaningful way. Together they break down...
Episode #71
Cloud Cloning and Portability - Why Multi-Cloud Freedom Still Requires Translation (Sponsored)
Mar 18, 202635 minS0In this sponsored episode, FluidCloud co-founders Sharad Kumar and Harshit Omar sit down with William and Eyvonne to discuss how FluidCloud tackles multi-cloud portability. They detail how FluidCloud acts as a cloning...
- Mar 11, 202648 minS0
The tech industry is split between two fantasies – that AI writes production software while you get coffee, and that everything AI touches is slop. The reality is messier and more interesting: AI tools are force...
- Feb 25, 202655 minS0
William and Eyvonne tackle the biggest AI stories of early 2026. They dissect Matt Schumer’s viral “Something Big is Happening” essay – agreeing professionals need to skill up now while pushing back on the doomsday...
- Feb 11, 202657 minS0
We’ve spent a decade figuring out how to (more or less) securely authenticate humans. Now AI agents are crashing the party, and identity just got a whole lot more complicated. Today we sit down with Dan Moore, Senior...
- Jan 28, 202655 minS0
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...
Recent guests
Recent guests on The Cloud Gambit. Study who booked and why before you pitch.
W
William Collins
Partner and Chief Marketing Officer, Chief Outsiders
J
John Capobianco
AI and DevRel leader, longtime network architect, co-author on Cisco’s pyATS, FleishmanHillard
D
Dan Moore
author of Letters to a New Developer, startup founder, DevRel leader, tech veteran, Greensboro Police Department
A
Adam Zimman
author and VC advisor, Heroku
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