Heavybit Podcast Network: Master Feed

On episode 5 of Data Renegades, CL Kao and Dori Wilson sit down with Benn Stancil to explore how data tools evolve, and sometimes lose their identity. Benn shares lessons from building Mode, the risks of drifting from an opinionated product vision, and why most companies struggle to turn data into meaningful decisions. The conversation also dives into the future of BI in a world increasingly shaped by AI and unstructured data.

On episode 48 of The Kubelist Podcast, Marc Campbell and Benjie De Groot sit down with Justin Cappos, professor at NYU and a pioneer in software supply chain security. They explore the origins of modern package manager security, the real-world limits of SBOMs, and why systems should be designed assuming compromise. The conversation spans CNCF governance, in-toto, TUF, Git security, and the emerging role of AI in securing software.

On episode 87 of o11ycast, Ken Rimple and Jessica Kerr sit down with Lada Kesseler to explore how experienced engineers can work effectively with AI coding assistants. They discuss why AI feels like a fast, noisy black box, and how patterns like semantic zooming, feedback loops, testing, and observability can help developers stay in control. This episode is a deep dive into using AI without sacrificing clarity, quality, or trust.

On episode 28 of Open Source Ready, Brian Douglas and John McBride reflect on the biggest themes that shaped open source and AI in 2025. From sustainability and security to MCPs, agents, and infrastructure, they revisit key conversations with guests and unpack how the industry evolved over the year. The episode closes with bold predictions for what 2026 may bring for developers, maintainers, and open source communities.

In episode 50 of Generationship, Rachel Chalmers sits down with Joshua McKenty to unpack how AI-driven scams, deepfakes, and identity fraud are already reshaping our digital lives. From scam factories and nation-state actors to broken trust infrastructure, Josh explains why authenticity is the core problem, and what it will take to fix it. The conversation spans cybersecurity, public policy, and the future of human trust in an AI-saturated world.

On episode 27 of Open Source Ready, Brian Douglas and John McBride speak with Adam Hevenor, creator of Vibecheck. Together they explore the fundamentals of evals, how teams can run structured experiments across model variations, and why cost-efficient design matters more than ever. Adam also offers grounded perspectives on MCP adoption, Claude Skills, and the economics shaping today's AI tooling ecosystem.

On episode 49 of Generationship, Rachel Chalmers sits down with Denise Koessler Gosnell and Kathryn Erickson to unpack their new book Tech Confidential. Together they explore burnout, leadership, motivation, and the surprising ways our emotional wiring shapes tech culture. It's a candid, deeply human conversation about transforming toxic systems into something resilient, sustainable, and even joyful.

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 debut episode of Data Renegades, CL Kao and Dori Wilson dive into the unconventional paths that led them into developer tools, civic tech, and machine learning systems. CL recounts his experience building early open source infrastructure, mobilizing communities through data transparency projects, and now shaping how we design software around LLMs. This episode sets the tone for the show's mission: celebrating builders who redefine the boundaries of what tools can do.

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 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.

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 86 of o11ycast, Ken Rimple and Jessica Kerr sit down with Amarilis Campos from Nubank. They explore how Brazil's largest digital bank uses observability to build resilience and autonomy at scale. Amarilis shares how Nubank's culture of “acting like owners, not renters” and its journey from metrics and logs to tracing with Honeycomb helped the company grow to over 100 million customers.

In episode 45 of Generationship, Rachel Chalmers speaks with Allegra Guinan of Lumiera about the trust dynamics and design ethics of voice-based AI. Together they explore how human tendencies to anthropomorphize voice systems can both build and erode trust, underscoring the need for responsible design and diverse perspectives.

In episode 23 of Open Source Ready, Brian Douglas and John McBride sit down with Davanum “Dims” Srinivas to discuss the health and future of the Kubernetes community. They explore how corporate changes impact open source contributions, the importance of onboarding programs, and the challenge of sustaining long-term contributors. Dims also shares insights into Kubernetes' evolving role in AI and GPU workloads. The discussion is equal parts career advice, technical insight, and open source storytelling.

On episode 15 of Platform Builders, Christine Spang and Isaac Nassimi sit down with Amrit Dhangal. Together, they explore his journey building Acquire from a scrappy live chat tool to a venture-backed customer service platform. Amrit reflects on scaling challenges, personal sacrifices as an immigrant founder, and the lessons he's carrying into his new company, Aero.

In episode 22 of Open Source Ready, Brian and John sit down with Benji Kalman, co-founder of Root, to explore the intersection of AI, software development, and security. They unpack "vibe coding," its impact on API proliferation, and the hidden costs of increased technical debt. Learn why a security vulnerability is just a bug with a purpose, and discover how AI agents can be used not just to write code, but to automatically find and remediate vulnerabilities in open-source containers.

On episode 14 of Platform Builders, Christine Spang and Isaac Nassimi speak with Anthony Presley. Anthony walks through his journey from early consulting to creating workforce management SaaS, highlighting how persistence and customer-driven development shaped his companies. Together, they dig into the complexities of restaurant software, the importance of open ecosystems, and where dining tech is headed.

In episode 44 of Generationship, Rachel speaks with Felipe Huici, CEO and co-founder of Unikraft, about the powerful world of unikernels. Felipe breaks down how these lightweight, specialized VMs can achieve millisecond cold starts, enabling services to truly "scale to zero" without users noticing a delay. Learn how this efficiency is not just about saving money, but also about providing a secure and scalable foundation for the next wave of AI-generated applications.

In episode 21 of Open Source Ready, Brian and John sit down with Chad Metcalf, CEO of Continue, to explore the rise of continuous AI. Chad shares his journey from early embedded systems and platform engineering to leading an open-source-focused company building coding agents. They discuss automation, developer trust, open source attribution, and how AI is reshaping workflows across the entire software lifecycle.

In episode 43 of Generationship, Rachel explores the frontier of AI-driven cybersecurity with John Amaral, co-founder of Root.io. Together they unpack the promise and challenges of agentic systems that detect, patch, and remediate vulnerabilities automatically. This installment offers a mix of technical deep dives, AI optimism, and a vision of security that works more like an immune system than a fire alarm.

In episode 13 of Platform Builders, Christine and Isaac explore the intersection of AI and medicine with ER physician Nathan Murray. Nathan shares how and why he founded DocAssistant, an AI-powered scribe and decision-support tool for emergency medicine. This conversation examines the challenges of integrating AI into clinical workflows and offers a unique perspective on the future of healthcare tech.

In episode 12 of Platform Builders, Christine and Isaac chat with Mike Boufford, CEO of Otti and former CTO of Greenhouse. Mike unpacks hard-earned insights on topics like leadership philosophies, management best practices, and the unexpected moments that shape company culture. This conversation blends candid war stories with practical takeaways for anyone leading technical teams.

In episode 20 of Open Source Ready, Brian and John sit down with data engineering and cognitive science expert Vasilije Markovic to explore AI memory and how we can build more intelligent systems. From the challenges of "context rot" to the practical applications of AI memory in construction, education, and finance, this conversation covers how to give your AI the context it truly needs.

In episode 42 of Generationship, Rachel Chalmers speaks with Katie Hallett about why she and her team decided to build a web browser for machines, not humans. Katie explains the inefficiencies of traditional scraping tools, why Lightpanda is so much faster, and how AI is reshaping developer workflows. They also offer career advice to help new graduates stay ahead in the AI era.

In episode 85 of o11ycast, Dr. Cat Hicks unpacks AI's impact on software teams from a psychological and social-science perspective. Along with Ken, Jess, and Austin, she explores how AI magnifies long-standing tensions between solitary and collaborative models of development, and how fears about AI often reflect deeper issues like undervaluing collaboration or having unrealistic productivity expectations. The discussion also explores empathy, theory of mind, and pluralistic ignorance, highlighting why developers may prepare more for AI than for each other.

In episode 41 of Generationship, Brighthive CEO Suzanne EL-Moursi joins Rachel Chalmers to unpack the “three-layer cake” of modern data architecture: composable stacks, agentic AI, and governance-first design. From integrating hundreds of data sources to enforcing real-time compliance, Suzanne shares how her team is tackling the grunt work of data so humans can focus on innovation. Plus, her vision for turning every organization—big or small—into a data powerhouse.

In episode 19 of Open Source Ready, Brian and John speak with Josh Rosso, Principal Engineer at Reddit and author of Production Kubernetes. From his early days at CoreOS and Heptio to running Reddit's massive compute platform, Josh shares insights into managing Kubernetes at internet scale, the business realities of open source, and the risks smaller OSS projects face. Lastly, they dive into AI's growing role in engineering and the challenges of keeping the internet human.

In episode 11 of Platform Builders, Christine Spang and Isaac Nassimi chat with Greg Galant. Greg recounts his early entrance into podcasting, social media, and eventually PR tech. He shares war stories from the early 2000s, including launching a podcast before “podcasting” was popular, creating the viral Shorty Awards, and bootstrapping Muck Rack into a multi-million dollar SaaS company. The conversation offers a unique lens on innovation, timing, media evolution, and how AI is reshaping earned media.

In episode 40 of Generationship, Salma Mayorquin of Remyx AI unpacks the shift from traditional MLOps to ExperimentOps—a framework for scaling insight in modern AI development. With stories from Netflix, Yelp, and Stripe, she explains how teams are bringing foundation models into production and what it takes to keep up. If you're grappling with LLMs, MLOps, or decision paralysis in GenAI, this one's for you.

In episode 18 of Open Source Ready, Brian Douglas and John McBride are joined by Christopher Burns to unpack the complexities of consent management and cookie banners. Discover how Christopher's open source project, c15t, aims to simplify privacy compliance for developers, bridging the gap between legal requirements and practical implementation. This episode offers a fresh perspective on why consent is not just a legal burden, but a critical component of modern web development.

In episode 10 of Platform Builders, Christine Spang and Isaac Nassimi chat with Seth Besmertnik about Conductor's journey through the WeWork acquisition and its incredible comeback from near-disaster, offering a powerful lesson in resilience and leadership. The conversation then pivots to the future, exploring how AI is about to turn the web upside down. Seth provides a clear framework for how brands must adapt their content and SEO strategies to survive and thrive in this new AI-driven world.

In episode 84 of o11ycast, Ken Rimple and Martin Thwaites welcome Maddy Montaquila, lead PM for .NET Aspire at Microsoft. This episode dives into the "magic" of Aspire, exploring how it streamlines the developer experience from frictionless app startup to telemetry-rich development. Discover how Aspire makes telemetry a first-class citizen, simplifying debugging and enhancing observability for modern applications.

In episode 39 of Generationship, Rachel speaks with Simon Willison, founder of Datasette and co-creator of Django. Simon discusses the surprising resurgence of blogging, his coining of the term “prompt injection,” the power of learning in public, and how he uses GitHub issues as an external brain to manage hundreds of projects. This quick-witted and humorous conversation offers a pragmatic look at leveraging today's tools for maximum productivity and impact.

In episode 17 of Open Source Ready, Brian and John speak with Docker founder Solomon Hykes about his latest project, Dagger, and its mission to fix the pain points of modern CI/CD. Solomon explains why DevOps is due for a systems-level rethink and how AI agents are changing the way software gets built and shipped.

In episode 9 of Platform Builders, Christine and Isaac sit down with Manny Medina, founder and CEO of Paid, to unpack the tectonic shift happening in software. From the rise of AI agents that autonomously perform tasks, to the death of seat-based pricing, and why ARR and SaaS metrics just don't make sense anymore—Manny makes a compelling case that we're entering a new era. If you're building, investing in, or working with AI-native companies, this is essential listening.

In episode 38 of Generationship, Rachel Chalmers sits down with Heidi Waterhouse, co-author of "Progressive Delivery." They unpack what Progressive Delivery means as an extension of continuous delivery, focusing on the crucial role of user experience in software development. Discover fresh insights on user autonomy, the pitfalls of uninvited AI, and how to bring empathy back into the software lifecycle.