Heavybit Podcasts

In episode 4 of Data Renegades, CL Kao and Dori Wilson sit down with Micah Wylde. They trace his journey from building fraud detection at Sift Science to architecting massive real-time systems at Lyft and ultimately founding Arroyo. In this conversation, Micah breaks down the real complexity of streaming systems, why schema evolution is still the hardest challenge in data, and where the industry might move over the next five years.

In episode 48 of Generationship, Rachel Chalmers speaks with Sarah Novotny. They dig into why AI models fall short of true creativity, how the tech industry drifted into extractive incentives, and what real security and accountability might look like at scale. Sarah highlights lessons from Kubernetes, open source ecosystems, and political science to propose a more trustworthy technological future.

On episode 3 of Data Renegades, CL Kao and Dori Wilson sit down with Maxime Beauchemin. They explore the origins of Airflow and Superset, the evolution of open source in the data ecosystem, and how today’s tooling reshapes the role of the data practitioner. Max also shares a forward-looking perspective on agentic workflows and how AI is accelerating everything from BI to pipeline development.

In episode 2 of Data Renegades, CL Kao and Dori Wilson speak with Simon Willison. Together they dive into the origins of Datasette, the evolution of data journalism, and the surprising ways open source tools shape global reporting. Simon also explains how LLM-based agents will redefine data cleaning, enrichment, and analysis. A must-listen for anyone building or scaling data teams.

In episode 26 of Open Source Ready, Brian Douglas and John McBride sit down with Quinn Slack. They explore how Sourcegraph built Amp, why unconstrained coding agents represent a major shift, and why AI economics make traditional SaaS pricing impossible. Quinn also breaks down the rise of open source models, the future of developer tooling, and why ads might be the key to making AI accessible to everyone.

In this engaging discussion, CL Kao dives into his journey from competitive programming to shaping civic tech with GovZero. He shares insights on making budget data accessible and the evolution of developer tools. CL explores the exciting realms of machine learning infrastructure and the implications of Software 2.0 and 3.0. He emphasizes the importance of merging data and software mindsets, highlighting how natural language can act as a programming abstraction. With a vision for hyper-personalized tools, CL is reshaping how we think about data transparency and software building.

In episode 25 of Open Source Ready, Brian and John sit down with Rachel-Lee Nabors. They explore how AI agents are reshaping the web, from the decline of traditional browsers to the rise of agentic experiences powered by small language models and MCPs. Rachel-Lee explains why advertising models are collapsing and why the next web may depend on direct payments and open source innovation.

In episode 47 of Generationship, Rachel Chalmers chats with Dr. Milette Gillow and Sedinam Simpson, co-founders of The Tech Bros, about their mission to make tech more inclusive and inventive. They unpack lessons from their first accelerator cohort, debate the future of AI, and share what it takes to build confidence and community in an evolving industry.

In episode 46 of Generationship, Rachel Chalmers and Don Marti trace a thoughtful arc from the open source protests of the 1990s to today’s AI-driven world. They explore how large language models blur truth and plausibility, debate ethics in benchmarking and market-based definitions of intelligence, and mourn the loss of the web’s early democratizing promise. Don discusses sustainable open source ecosystems, AI tooling, and practical advice for new graduates navigating an AI-saturated job market.

In episode 24 of Open Source Ready, Brian Douglas and John McBride sit down with Ivan Burazin, CEO of Daytona, to explore how his company is building runtime infrastructure for AI agents. Ivan shares how Daytona pivoted from developer environments to powering the next wave of autonomous AI systems, and what it takes to make agents fast, secure, and scalable. They also discuss open source licensing, enterprise adoption, and dopamine-driven development.