

Generationship
Heavybit
Exploring the intersection of infrastructure and artificial intelligence.
Episodes
Mentioned books

Oct 30, 2025 • 40min
Ep. #46, Canned Monkeys with Don Marti
 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. 

Oct 16, 2025 • 29min
Ep. #45, Perspective Density with Allegra Guinan of Lumiera
 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. 

Sep 22, 2025 • 24min
Ep. #44, Why Unikernels Are Cool with Felipe Huici of Unikraft
 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. 

Sep 4, 2025 • 37min
Ep. #43, Security Woven In with John Amaral
 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. 

Aug 20, 2025 • 18min
Ep. #42, Ziggy Stardust with Katie Hallett
 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. 

Aug 7, 2025 • 36min
Ep. #41, Covenant with Suzanne EL-Moursi
 Suzanne EL-Moursi, CEO of Brighthive, shares her insights on digital transformation and data architecture. She explains the essential 'three-layer cake' of data management, focusing on composable stacks and agentic AI. Suzanne discusses how her team ensures real-time compliance while streamlining hundreds of data sources. She envisions transforming organizations into data powerhouses and emphasizes the importance of trust and collaboration in navigating data ownership, underscoring a hopeful future through AI and collective efforts. 

Jul 24, 2025 • 25min
Ep. #40, ExperimentOps with Salma Mayorquin of Remyx AI
 Salma Mayorquin, Co-founder of Remyx AI, is dedicated to making tailored machine learning accessible. She dives into the shift from traditional MLOps to ExperimentOps, sharing insights from giants like Netflix, Yelp, and Stripe. Salma discusses the challenges modern AI poses and how companies are integrating foundation models. She also brings to light the value of personal passion projects in AI development, and envisions a future where AI engineering is more accessible and integral to business strategies. 

62 snips
Jul 10, 2025 • 52min
Ep. #39, Simon Willison: I Coined Prompt Injection
 Rachel chats with Simon Willison, founder of Datasette and co-creator of Django, known for his contributions to data journalism. They explore the surprising comeback of blogging and its impact on professional growth. Simon shares his innovative concept of 'prompt injection' and how he manages myriad projects using GitHub issues as an external brain. The conversation delves into learning in public, the ethical implications of AI, and the intriguing intersection of technology and creativity, all wrapped in humor and wit. 

Jun 26, 2025 • 32min
Ep. #38, Wayfinder with Heidi Waterhouse
 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. 

Jun 12, 2025 • 34min
Ep. #37, Optimism with a Plan with Latrice Barnett and Kanika Chander
 In episode 37 of Generationship, Rachel Chalmers chats with Latrice Barnett and Kanika Chander from Majority Collective about their mission to empower underrepresented founders. The conversation covers the practical benefits of fractional expertise, the importance of defining clear company strategies, and a thought-provoking exchange on the opportunities and pitfalls of artificial intelligence in shaping the future of entrepreneurship. 


