All Episodes

Episode 257

August 13, 2025

with Matt Kelliher-Gibson

 – The Cynical Data Guy

This week on The Data Stack Show, John and Matt bring you another edition of the Cynical Data Guy. John and Matt dive into the evolution of customer data infrastructure, the growing influence of low-code tools like Clay, and the blurred lines around the “engineer” title in modern data roles. They also discuss the trade-offs between SaaS adoption and building custom solutions, the pitfalls of enterprise software buying, and the realities of platform lock-in—using Palantir’s unique business model as a case study. Key takeaways include the importance of simplicity and scalability in data engineering, the need for clear requirements when evaluating tools, and a healthy skepticism toward sales pitches and “art of the possible” features. Don’t miss this month’s Cynical Data Guy. 

Episode 256

August 6, 2025

with Andy MacMillan

 – Chief Executive Officer, Alteryx

This week on The Data Stack Show, Brooks and John chat with Andy MacMillan, CEO of Alteryx. Andy discusses the evolving landscape of data and AI, focusing on empowering business users to solve complex problems. He explores the concept of “citizen developers” and how tools like Alteryx can bridge the gap between IT and business teams by democratizing data access. The conversation also emphasizes the importance of creating controlled environments where business users can leverage cloud data platforms and AI technologies to reimagine workflows, without bypassing governance. Key takeaways include the need for organizations to enable innovation through accessible data tools, the potential of AI-driven agents to transform business processes, the critical role of employees who understand their business functions in driving technological transformation, and so much more.

Episode 255

July 30, 2025

with Matt Kelliher-Gibson

 – The Cynical Data Guy

This week on The Data Stack Show, John and Matt bring you another edition of the Cynical Data Guy. John and Matt dive into the quirky world of data analytics, exploring common challenges like unrealistic data requests, the limitations of self-service BI, and the evolving role of data analysts. They also discuss the importance of understanding business context, the need for effective data storytelling, and the emerging trend of “BI as code” which promises more flexible and version-controlled analytics tools. The conversation highlights the gap between technical data capabilities and business user needs, emphasizing that the real value of data professionals lies not just in tool proficiency, but in their ability to provide meaningful insights and guide decision-making. Key takeaways include the importance of context in data analysis, the limitations of self-service tools, the ongoing evolution of data roles in modern organizations, and more.