

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

Dec 10, 2025 • 35min
Ep. #49, Dumpster Phoenix with Denise Koessler Gosnell and Kathryn Erickson
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.

Nov 26, 2025 • 40min
Ep. #48, Trusting AI with Sarah Novotny
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.

Nov 13, 2025 • 33min
Ep. #47, The Tech Bros with Milette Gillow and Sedinam Simpson
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.

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.


