Interview Episodes

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.

Episode 254

July 23, 2025

with Paul Blankley

 – Founder and CTO, Zenlytic

This week on The Data Stack Show, John chats with Paul Blankley, Founder and CTO of Zenlytic, live from Denver! Paul and John discuss the rapid evolution of AI in business intelligence, highlighting how AI is transforming data analysis and decision-making. Paul also explores the potential of AI as an “employee” that can handle complex analytical tasks, from unstructured data processing to proactive monitoring. Key insights include the increasing capabilities of AI in symbolic tasks like coding, the importance of providing business context to AI models, and the future of BI tools that can flexibly interact with both structured and unstructured data. Paul emphasizes that the next generation of AI tools will move beyond traditional dashboards, offering more intelligent, context-aware insights that can help businesses make more informed decisions. It’s an exciting conversation you won’t want to miss.

Episode 253

July 16, 2025

with Ruben Burdin

 – Founder and CEO, Stacksync

This week on The Data Stack Show, Eric and welcomes back Ruben Burdin, Founder and CEO of Stacksync as they together dismantle the myths surrounding zero-copy ETL and traditional data integration methods. Ruben reveals the complex challenges of two-way syncing between enterprise systems like Salesforce, HubSpot, and NetSuite, highlighting how existing tools often create more problems than solutions. He also introduces Stacksync’s innovative approach, which uses real-time SQL-based synchronization to simplify data integration, reduce maintenance overhead, and enable more efficient operational workflows. The conversation exposes the limitations of current data transfer techniques and offers a glimpse into a more declarative, flexible approach to managing enterprise data across multiple systems. You won’t want to miss it.

Episode 250

July 9, 2025

with Matt Kelliher-Gibson

 – The Cynical Data Guy

This week on The Data Stack Show, Eric and John welcome back Matt Kelliher-Gibson for another edition of the Cynical Data Guy. The group explores the current state of data engineering and team dynamics while critically examining the evolving landscape of analytics engineering, dissecting the hype around the modern data stack and its tools. The conversation also explores the challenges of data team management, including headcount reductions, rising technology costs, and the struggle to maintain efficiency. Key discussions revolve around the need for open standards, the impact of AI on data roles, the complex hiring practices in tech startups, and so much more. 

Episode 251

July 2, 2025

with Ben Rogojan

 – Owner and Data Consultant, Seattle Data Guy

This week on The Data Stack Show, John welcomes back repeat guest Ben Rogojan, Owner and Data Consultant of Seattle Data Guy. John and Ben discuss the evolving relationship between data teams and businesses, highlighting the challenges of proving value in a cost-conscious environment. Ben explores the impact of technological advancements, the rise of AI, and the critical skills data professionals need to succeed. Key insights include the importance of understanding business context, being proactive, and focusing on delivering tangible outcomes rather than just producing dashboards. Ben also emphasizes the need for data teams to communicate value effectively, show rather than tell, and be willing to take calculated risks. The conversation provides practical advice for data professionals looking to advance their careers, with a focus on developing business skills, understanding organizational needs, creating meaningful impact beyond technical expertise, and so much more. 

Episode 250

June 25, 2025

with Matt Kelliher-Gibson and John Wessel

 – The DataStack Show

This week on The Data Stack Show, John Wessel and Matt Kelliher-Gibson converse current tech trends through the lens of LinkedIn posts, discussing AI interfaces, technology evolution, and programming languages. They examine the overuse of dashboards and chat interfaces, explore the potential of AI hardware, and challenge the notion that programming languages like R are “dead”. The conversation highlights the importance of maintaining a cynical yet open-minded perspective on technological innovation, emphasizing that established technologies often persist because they work effectively. Key takeaways include the need for more thoughtful KPIs in tech, the unpredictability of technological advancement, the value of deterministic solutions in an increasingly AI-driven landscape, and so much more. 

Episode 249

June 18, 2025

with Matt Kelliher-Gibson and John Wessel

 – The DataStack Show

This week on The Data Stack Show, John Wessel and Matt Kelliher-Gibson dive into the recent Duck Lake announcement, exploring the evolving landscape of data analytics technologies. They discuss DuckDB’s role as a lightweight, local analytics database and its potential as a caching layer for open table formats like Iceberg. The conversation also highlights the current state of data storage standards, focusing on agreements around Parquet and Iceberg, while noting the ongoing complexity in catalog management. Key takeaways include the importance of local compute solutions, the early stage of open table formats, and the potential for simplified data infrastructure that can provide faster, more cost-effective analytics workflows. The episode underscores the ongoing innovation in data technologies and the need for more streamlined, flexible data management solutions. Don’t miss it!

Episode 248

June 11, 2025

with Michael Driscoll

 – Co-Founder and CEO, Rill Data

This week on The Data Stack Show, Eric and John welcome Michael Driscoll, Co-Founder and CEO of Rill Data. Mike discusses the transformative impact of AI on business intelligence (BI) and data analytics. He also explores the shift from traditional dashboard-based tools to more dynamic, code-driven, and AI-powered interfaces that provide deeper insights. During the conversation, the group emphasizes the importance of a metrics-first approach, the potential of leapfrog architectures using technologies like data lakes and real-time analytical databases, and how AI agents are increasingly becoming the primary users of data tools. The conversation highlights the evolving landscape of data infrastructure, where open standards, flexibility, and intelligent interfaces are reshaping how businesses interact with and understand their data, and more. 

Episode 247

June 4, 2025

with Matt Kelliher-Gibson

 – The Cynical Data Guy

This week on The Data Stack Show, Eric and John welcome back Matt Kelliher-Gibson for another edition of the Cynical Data Guy. The group dives into the latest tech trends, discussing Klarna’s AI-first customer support strategy and subsequent reversal, the high costs and limitations of big consulting firms in AI strategy, and the often-overlooked simplicity of data management in successful companies. The group critically examines the current state of AI implementation, data science practices, and corporate technology transformation, highlighting the importance of understanding business needs over technical accuracy. The conversation provides listeners with a humorous yet insightful look into the challenges of integrating new technologies, the role of human expertise, the potential pitfalls of blindly following industry trends, and so much more.