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    Technology

    The Data Stack Show

    Each week we’ll talk to data engineers, analysts, and data scientists about their experience around building and maintaining data infrastructure, delivering data and data products, and driving better outcomes across their businesses with data.

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    Copyright: © 2021 The Data Stack Show

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    Latest Episodes:
    258: Confidently Wrong: Why AI Needs Tools (and So Do We) Aug 20, 2025
    Show notes

    This week on The Data Stack Show, John and Matt dive into the latest trends in AI, discussing the evolution of GPT models, the role of tools in reducing hallucinations, and the ongoing debate between data warehouses and agent-based approaches. They also explore the complexities of risk-taking in data teams, drawing lessons from Nate Silver’s book on risk and sharing real-world analogies from cybersecurity, football, and political campaigns. Key takeaways include the importance of balancing innovation with practical risk management, the need for clear recommendations from data professionals, the value of reading fiction to understand human behavior in data, and so much more.

    Highlights from this week’s conversation include:

    • Initial Impressions of GPT-5 (1:41)
    • AI Hallucinations and the Open-Source GPT Model (4:06)
    • Tools and Determinism in AI Agents (6:00)
    • Risks of Tool Reliance in AI (8:05)
    • The Next Big Data Fight: Warehouses vs. Agents (10:21)
    • Real-Time Data Processing Limitations (12:56)
    • Risk in Data and AI: Book Recommendation (17:08)
    • Measurable vs. Perceived Risk in Business (20:10)
    • Security Trade-Offs and Organizational Impact (22:31)
    • The Quest for Certainty and Wicked Learning Environments (27:37)
    • Poker, Process, and Data Team Longevity (29:11)
    • Support Roles and Limits of Data Teams (32:56)
    • Final Thoughts and Takeaways (34:20)

    The Data Stack Show is a weekly podcast powered by RudderStack, customer data infrastructure that enables you to deliver real-time customer event data everywhere it’s needed to power smarter decisions and better customer experiences. Each week, we’ll talk to data engineers, analysts, and data scientists about their experience around building and maintaining data infrastructure, delivering data and data products, and driving better outcomes across their businesses with data.

    RudderStack helps businesses make the most out of their customer data while ensuring data privacy and security. To learn more about RudderStack visit rudderstack.com.


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    The PRQL: Hallucinations, Tools, and Data Wars: Inside the Minds of Data Pros Aug 18, 2025
    Show notes

    In this bonus episode, John and Matt preview their upcoming conversation about trends in AI, the evolution of GPT modes and the ongoing debate between data warehouses and agent-based approaches.

    The Data Stack Show is a weekly podcast powered by RudderStack, customer data infrastructure that enables you to deliver real-time customer event data everywhere it’s needed to power smarter decisions and better customer experiences. Each week, we’ll talk to data engineers, analysts, and data scientists about their experience around building and maintaining data infrastructure, delivering data and data products, and driving better outcomes across their businesses with data.

    RudderStack helps businesses make the most out of their customer data while ensuring data privacy and security. To learn more about RudderStack visit rudderstack.com.


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    257: Data Tools, Templates, and the Trouble with “Easy” Solutions with the Cynical Data Guy Aug 13, 2025
    Show notes

    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.

    Highlights from this week’s conversation include:

    • Reacting to the Rise of the GTM Engineer (1:11)
    • Is "Engineer" the Right Term? (4:49)
    • Low-Code Tools, AI, and Future Workflows (7:14)
    • Simplicity in Data Engineering (14:38)
    • The Pitfalls of "Simple" Solutions (15:18)
    • Choosing SaaS vs. Building In-House (18:26)
    • Business Process Abstraction and SaaS Adoption (21:31)
    • Enterprise Software: Art of the Possible vs. Practicality (24:31)
    • Sales Advice: Focus on Customer Needs (27:11)
    • Forward Deployed Engineers and Delivery Models (29:05)
    • Platform Lock-In: When Is It a Dirty Word? (36:41)
    • Legacy Systems and the Reality of Lock-In (39:53)
    • Final Thoughts and Takeaways (40:55)

    The Data Stack Show is a weekly podcast powered by RudderStack, customer data infrastructure that enables you to deliver real-time customer event data everywhere it’s needed to power smarter decisions and better customer experiences. Each week, we’ll talk to data engineers, analysts, and data scientists about their experience around building and maintaining data infrastructure, delivering data and data products, and driving better outcomes across their businesses with data.

    RudderStack helps businesses make the most out of their customer data while ensuring data privacy and security. To learn more about RudderStack visit rudderstack.com.


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    The PRQL: Simplicity, SaaS, and the Art of Data Engineering with the Cynical Data Guy Aug 11, 2025
    Show notes

    In this bonus episode, John and Matt preview the next installment of the Cynical Data Guy.

    The Data Stack Show is a weekly podcast powered by RudderStack, customer data infrastructure that enables you to deliver real-time customer event data everywhere it’s needed to power smarter decisions and better customer experiences. Each week, we’ll talk to data engineers, analysts, and data scientists about their experience around building and maintaining data infrastructure, delivering data and data products, and driving better outcomes across their businesses with data.

    RudderStack helps businesses make the most out of their customer data while ensuring data privacy and security. To learn more about RudderStack visit rudderstack.com.


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    256: The Rise of the Citizen Developer: Solving Business Problems with Alteryx and AI with Andy MacMillan Aug 06, 2025
    Show notes

    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.

    Highlights from this week’s conversation include:

    • Andy’s Background and Journey in Data (0:54)
    • Early Web Development at General Motors (2:23)
    • AI Challenges in the Enterprise (9:03)
    • What is Alteryx and Its Value Proposition (11:25)
    • The Importance of Empowering Business Users (16:10)
    • Bridging the Gap Between Data Platforms and Business Users (20:04)
    • Evolution from Desktop to Data Cloud (25:28)
    • Access and Governance in the Cloud Era (27:57)
    • The Return of Local Data Work and AI Governance (31:24)
    • AI Data Clearinghouse and Governance (34:11)
    • AI-Enabled Workflows and Business Impact (38:13)
    • The Future: Agents, Data Platforms, and Business Logic (41:05)
    • How to Get Started with Alteryx or Learn More (46:54)
    • Product Management Lessons for Leadership and Parting Thoughts (47:56)

    The Data Stack Show is a weekly podcast powered by RudderStack, customer data infrastructure that enables you to deliver real-time customer event data everywhere it’s needed to power smarter decisions and better customer experiences. Each week, we’ll talk to data engineers, analysts, and data scientists about their experience around building and maintaining data infrastructure, delivering data and data products, and driving better outcomes across their businesses with data.

    RudderStack helps businesses make the most out of their customer data while ensuring data privacy and security. To learn more about RudderStack visit rudderstack.com.


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    The PRQL: Cloud Platforms, AI, and the Future of Business Analytics with Andy MacMillan of Alteryx Aug 04, 2025
    Show notes

    In this bonus episode, Brooks and John preview their upcoming conversation with Andy MacMillan of Alteryx.

    The Data Stack Show is a weekly podcast powered by RudderStack, customer data infrastructure that enables you to deliver real-time customer event data everywhere it’s needed to power smarter decisions and better customer experiences. Each week, we’ll talk to data engineers, analysts, and data scientists about their experience around building and maintaining data infrastructure, delivering data and data products, and driving better outcomes across their businesses with data.

    RudderStack helps businesses make the most out of their customer data while ensuring data privacy and security. To learn more about RudderStack visit rudderstack.com.


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    255: When Dashboards Lie: Unpacking the Myths of Self-Service Analytics with the Cynical Data Guy Jul 30, 2025
    Show notes

    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.

    Highlights from this week’s conversation include:

    • Reading and Reacting to the LinkedIn Data Request Post (1:36)
    • Changing KPIs and Data Skepticism (2:21)
    • The Burden of Proving Data Integrity (5:00)
    • Handling Metric Changes and Historical Comparisons (7:16)
    • Preparing Stakeholders for New Metrics (9:16)
    • BI Code, Version Control, and Modern Dashboards (11:20)
    • Scoping and Business Context in Data Roles (14:38)
    • Technical vs. Business Understanding in Data Teams (16:29)
    • GUI vs. Code in Dashboard Customization (20:41)
    • The Analyst’s Role: Guidance Over Tools (23:23)
    • Hiring and the Real-World Analyst Skillset (28:11)
    • Final Thoughts and Takeaways (30:36)

    The Data Stack Show is a weekly podcast powered by RudderStack, customer data infrastructure that enables you to deliver real-time customer event data everywhere it’s needed to power smarter decisions and better customer experiences. Each week, we’ll talk to data engineers, analysts, and data scientists about their experience around building and maintaining data infrastructure, delivering data and data products, and driving better outcomes across their businesses with data.

    RudderStack helps businesses make the most out of their customer data while ensuring data privacy and security. To learn more about RudderStack visit rudderstack.com.


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    The PRQL: Self-Service BI: Why Dashboards Collect Dust with the Cynical Data Guy Jul 28, 2025
    Show notes

    In this bonus episode, John and Matt preview the next edition of the Cynical Data Guy.

    The Data Stack Show is a weekly podcast powered by RudderStack, customer data infrastructure that enables you to deliver real-time customer event data everywhere it’s needed to power smarter decisions and better customer experiences. Each week, we’ll talk to data engineers, analysts, and data scientists about their experience around building and maintaining data infrastructure, delivering data and data products, and driving better outcomes across their businesses with data.

    RudderStack helps businesses make the most out of their customer data while ensuring data privacy and security. To learn more about RudderStack visit rudderstack.com.


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    254: Context is King: Building Intelligent AI Analytics Platforms with Paul Blankley of Zenlytic Jul 23, 2025
    Show notes

    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.

    Highlights from this week’s conversation include:

    • Welcoming Paul Back and Industry Changes (1:03)
    • AI Model Progress and Superhuman Domains (2:01)
    • AI as an Employee: Context and Capabilities (4:04)
    • Model Selection and User Experience (7:37)
    • AI as a McKinsey Consultant: Decision-Making (10:18)
    • Structured vs. Unstructured Data Platforms (12:55)
    • MCP Servers and the Future of BI Interfaces (16:00)
    • Value of UI and Multimodal BI Experiences (18:38)
    • Pitfalls of DIY Data Pipelines and Governance (22:14)
    • Text-to-SQL, Semantic Layers, and Trust (28:10)
    • Democratizing Semantic Models and Personalization (33:22)
    • Inefficiency in Analytics and Analyst Workflows (35:07)
    • Reasoning and Intelligence in Monitoring (37:20)
    • Roadmap: Proactive AI by 2026 (39:53)
    • Limitations of BI Incumbents, Future Outlooks and Parting Thoughts (41:15)

    The Data Stack Show is a weekly podcast powered by RudderStack, customer data infrastructure that enables you to deliver real-time customer event data everywhere it’s needed to power smarter decisions and better customer experiences. Each week, we’ll talk to data engineers, analysts, and data scientists about their experience around building and maintaining data infrastructure, delivering data and data products, and driving better outcomes across their businesses with data.

    RudderStack helps businesses make the most out of their customer data while ensuring data privacy and security. To learn more about RudderStack visit rudderstack.com.


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

    The PRQL: Breaking Down BI: How AI is Rewriting the Rules with Paul Blankley of Zenlytic Jul 21, 2025
    Show notes

    In this bonus episode, John previews the upcoming conversation with Paul Blankley of Zenlytic.

    The Data Stack Show is a weekly podcast powered by RudderStack, customer data infrastructure that enables you to deliver real-time customer event data everywhere it’s needed to power smarter decisions and better customer experiences. Each week, we’ll talk to data engineers, analysts, and data scientists about their experience around building and maintaining data infrastructure, delivering data and data products, and driving better outcomes across their businesses with data.

    RudderStack helps businesses make the most out of their customer data while ensuring data privacy and security. To learn more about RudderStack visit rudderstack.com.


    Hosted by Simplecast, an AdsWizz company. See pcm.adswizz.com for information about our collection and use of personal data for advertising.

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