Episodes
-
Ep. #60, The Killer App for AI with Vasanth Mohan
On episode 60 of Generationship, Rachel Chalmers speaks with Vasanth Mohan of SambaNova about when faster AI agents actually mean better work. They explore why token consumption and code volume are poor substitutes for business value, how inference latency interrupts productive workflows, and why...
-
Ep. #59, Containers Should Actually Contain with Emily Long and Alex Zenla
On episode 59 of Generationship, Rachel Chalmers speaks with Emily Long and Alex Zenla, co-founders of Edera, about rethinking the foundations of cloud and AI security. They explain how an IoT side project became an approach to workload isolation built around Xen and Rust, and why AI agents are...
-
Ep. #58, Quantum Uncertainty with Anastasia Marchenkova
On episode 58 of Generationship, Rachel Chalmers sits down with Anastasia Marchenkova. They explore what it will take to move quantum computing from promising hardware to useful, production-ready systems, including better orchestration across quantum, classical, and AI compute. Anastasia also...
-
Ep. #57, Attention is Currency with Navneet Kaur
On episode 57 of Generationship, Rachel Chalmers sits down with Navneet Kaur, founder of FemTech India and TechThrive Ventures. Together they explore why women's health innovation must extend beyond Western markets, how AI is reshaping femtech, and what founders need to understand about trust,...
-
Ep. #56, Vibe Coding for Data with Mark Brocato
On episode 56 of Generationship, Rachel Chalmers sits down with Mark Brocato, founder of Mockaroo and creator of Fabricate, to explore the evolution of synthetic data in the age of AI. Mark shares how a simple internal QA tool grew into one of the most widely used synthetic data platforms and...
-
Ep. #55, Faster Hypothesis Disproving with Sunil Dhaliwal
On episode 55 of Generationship, Rachel Chalmers sits down with Sunil Dhaliwal to explore how AI is reshaping developer infrastructure, venture investing, and computational biology. Sunil reflects on building Amplify Partners during the rise of cloud computing, why the best technical founders…
more -
Ep. #54, Human-like Memory with Vishakha Gupta
On episode 54 of Generationship, Rachel Chalmers sits down with Vishakha Gupta to explore the hidden infrastructure challenges behind modern AI. They unpack why multimodal data systems are still fragmented, how graph and vector approaches can be unified, and what it takes to build…
more -
Ep. #53, The Era of Reimagination with Dr. Mehdi Nourbakhsh
On episode 53 of Generationship, Rachel Chalmers sits down with Dr. Mehdi Nourbakhsh to explore how artificial intelligence is transforming the physical and digital worlds. They discuss the origins of generative design, why many AI initiatives fail inside organizations, and how leaders can move...
-
Ep. #52, Serendipity as a Service with Piyush Agarwal
On episode 52 of Generationship, Rachel Chalmers sits down with Piyush Agarwal to explore how developer behavior reveals far more about buying intent than traditional sales signals. They discuss why most dev tool GTM strategies fail, how to distinguish curiosity from real demand, and what it…
more -
Ep. #51, AI for Best Practices with Soya Park
On episode 51 of Generationship, Rachel Chalmers sits down with Soya Park of Akify to explore why an organization’s most valuable knowledge rarely makes it into formal systems. They discuss how leaders make excellent decisions every day without realizing it, and how AI can surface, reinforce, and...
-
Ep. #50, Defense Against Deepfakes with Joshua McKenty
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…
more -
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...
-
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...
-
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…
more -
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...
-
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...
-
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…
more -
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...
-
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...
-
Ep. #41, Covenant with Suzanne EL-Moursi
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...
-
Ep. #40, ExperimentOps with Salma Mayorquin of Remyx AI
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...
-
Ep. #39, Simon Willison: I Coined Prompt Injection
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...
-
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…
more -
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...
-
Ep. #36, Solarpunk with Christine Spang
In episode 36 of Generationship, Rachel Chalmers speaks with Christine Spang about the past, present, and future of enterprise software, with a particular focus on AI. Spang shares her experiences building Nylas and discusses the practical applications of AI in business, as well as the ethical...
-
Ep. #35, Wisdom with Brooke Hopkins of Coval
In episode 35 of Generationship, Rachel is joined by Brooke Hopkins to explore what it takes to make voice AI agents reliable, robust, and ready for real-world deployment. Drawing from her experience at Waymo and her current work at Coval, Brooke reveals how testing and evaluation are the key to...
-
Ep. #34, Together with Nathen Harvey
In episode 34 of Generationship, Nathen Harvey brings data, humor, and heart to a conversation about AI, DevOps, open source, and developer experience. He and Rachel dive into how AI is influencing software engineering, the role of platform engineering, metrics for assessing performance, and...
-
Ep. #33, Developer Experience with Nicole Forsgren
In episode 33 of Generationship, Rachel Chalmers is joined by Nicole Forsgren—developer productivity researcher and co-founder of DORA—to discuss how AI is reshaping the software development landscape. From coding with LLMs to evaluating trust in AI-generated outputs, they explore the future of...
-
Ep. #32, Structuring Data with Marcel Kornacker
In episode 32 of Generationship, Rachel speaks with Marcel Kornacker, creator of Pixeltable and a pioneer in database technology. They discuss how AI engineers can streamline data management, the challenges of founding a startup, and the future of generative AI in software development. Marcel…
more -
Ep. #31, A Nursery for Stars with Deepti Srivastava
In episode 31 of Generationship, Rachel Chalmers welcomes Deepti Srivastava, a trailblazer in enterprise technology and founder of Snow Leopard. Deepti discusses how her experiences with Oracle and Google Spanner inspired her mission to help businesses leverage live data for AI applications.…
more -
Ep. #30, Possibilities with Ty Dunn of Continue
In episode 30 of Generationship, Rachel welcomes Ty Dunn to explore his journey and insights as the Co-founder and CEO of Continue, a company focused on creating AI tools to amplify developers rather than automate them out of their roles. Ty unpacks his background, the motivations behind founding...
-
Ep. #29, Game Theory with Leslie Fine
In episode 29 of Generationship, Rachel chats with Leslie Fine, managing partner at Enjoy The Work. With a background in game theory, behavioral economics, and startup leadership, Leslie shares insights into transitioning from founder to CEO, aligning incentives for organizational success, and…
more -
Ep. #28, Collective Intelligence with Emily Mackevicius
In episode 28 of Generationship, Rachel Chalmers speaks with Emily Mackevicius about intelligence in all its forms—from songbird learning to group cognition in subway rats and humans. Emily explains how her research connects the dots between neuroscience, AI, and our ability to collaborate,...
-
Ep. #27, It's About Happiness with Melody Meckfessel
In episode 27 of Generationship, Rachel is joined by Melody Meckfessel, an industry veteran and CTO of Jasper AI, to discuss the rapidly changing landscape of AI-driven development. From the evolving role of developers to the challenges of building trust in AI systems, Melody shares her vision…
more -
Ep. #26, Solving Complex Problems with Rita Scroggin
In episode 26 of Generationship, Rachel Chalmers speaks with Rita Scroggin, founder of FirstBoard, to discuss the pressing need for diversity in leadership. Rita shares how her curated collective of female tech leaders is helping boards navigate AI disruption while tackling global challenges like...
-
Ep. #25, Replacing Yourself featuring Melinda Byerley
In episode 25 of Generationship, Rachel Chalmers speaks with Melinda Byerley, founder and CEO of Fiddlehead, about the transformative role of AI in marketing. From practical applications to ethical considerations, Melinda shares how AI enhances productivity, democratizes analytics, and addresses...
-
Ep. #24, Nudge with Jacqueline-Amadea Pely and Desiree-Jessica Pely, PhD
In episode 24 of Generationship, Rachel Chalmers speaks with Dr. Desiree-Jessica Pely and Jacqueline-Amadea Pely, co-founders of LoyeeAi. The sisters share insights on how AI and behavioral economics can be used to improve decision-making in sales and beyond, while discussing the potential…
more -
Ep. #23, Do One Thing Well with Timothy Chen of Essence VC
In episode 23 of Generationship, Rachel Chalmers welcomes Timothy Chen, managing partner at Essence VC, for a deep dive into the startup ecosystem. Timothy discusses the challenges founders face when raising capital and why traditional VC support often falls short. He also explores the importance...
-
Ep. #22, Back to the Real World with Elijah Ben Izzy
In episode 22 of Generationship, Rachel Chalmers speaks with Elijah Ben Izzy, CTO at Dagworks. Elijah emphasizes the importance of streaming in chatbot interactions, highlighting how partial, real-time responses can significantly enhance user engagement. The discussion covers Burr, which…
more -
Ep. #21, Keep Up! Featuring Dr. Maia Hightower of Equality AI
In episode 21 of Generationship, Rachel Chalmers is joined by Dr. Maia Hightower of Equality AI. Dr. Hightower dives into the transformative potential of generative AI in healthcare, discussing both its promise for underserved populations and the risks of algorithmic bias. Discover how…
more -
Ep. #20, Smells Like ML with Salma Mayorquin and Terry Rodriguez of Remyx AI
In episode 20 of Generationship, Rachel Chalmers is joined by Salma Mayorquin and Terry Rodriguez of Remyx AI. Together they unpack Remyx's mission to democratize machine learning by addressing common hurdles like data scarcity and resource limitations. The episode also highlights the critical...
-
Ep. #19, Auditability Matters with Stefan Krawczyk of DAGWorks
In episode 19 of Generationship, Rachel Chalmers is joined by Stefan Krawczyk, co-founder and CEO of DAGWorks. They dive into Hamilton and Burr, shedding light on how they revolutionize data workflows and AI code auditability. From the genesis of these frameworks to their practical applications,...
-
Ep. #18, Intelligence on Tap with Shawn "swyx" Wang
In episode 18 of Generationship, Rachel Chalmers sits down with Shawn "swyx" Wang to delve into AI Engineering. Shawn shares his journey from popularizing the term "AI Engineer" to navigating the rapid advancements in AI technology. Together, they explore the evolving demands and opportunities in...
-
Ep. #17, How We Gather Our Thoughts with Mark Pesce
In episode 17 of Generationship, Rachel Chalmers is joined by futurist and AI expert Mark Pesce to explore the complex intersection of AI-generated code and copyright law. Mark shares insights from his recent experiments with language models and discusses the flaws he uncovered in AI…
more -
Ep. #16, Brains in Jars with Raiya Kind, PhD
In Episode 16 of Generationship, Rachel Chalmers hosts Raiya Kind, PhD. Together they delve into the human-AI paradigm through the lenses of philosophy, psychology, and cultural anthropology. Discover how Raiya's work with language and consciousness sheds light on the mind-body connection and the...
-
Ep. #15, Mother of All Life with Gülin Yilmaz
In episode 15 of Generationship, Rachel Chalmers sits down with Gülin Yilmaz of Rosette Health. This episode dives into the current state of healthcare in the US and discusses how large language models (LLMs) can play a crucial role in enhancing patient-provider communication and education. Gülin...
-
Ep. #14, Goosebumps with Walter Roth of Simple Lens
In episode 14 Generationship, Rachel welcomes Walter Roth, a distinguished sales coach and mentor. Walter discusses the transformative role of generative AI in sales, from altering buyer-seller dynamics to enhancing the founder-led sales flywheel. He shares lessons from his months-long immersive...
-
Ep. #13, The Future of Storytelling with Archita Mandal
In episode 13 of Generationship, Rachel Chalmers and Archita Mandal explore the transformative effects of generative AI across creative industries. They explore the ways GenAI boosts productivity, democratizes creativity by lowering production costs, and is revolutionizing the film industry....
-
Ep. #12, No Countermeasures with Lilly Ryan
In episode 12 of Generationship, Rachel Chalmers sits down with Lilly Ryan, an Information Security specialist based in Australia, to delve into the intricate world of generative AI and its potential misuses. Together they unpack the nuances of prompt injection and other adversarial attacks,...
-
Ep. #11, Ghost Workers with Adio Dinika of DAIR Institute
In episode 11 of Generationship, Rachel is joined by Adio Dinika of The DAIR Institute to discuss ghost workers. This talk examines the challenges faced by platform laborers around the world, including unfair compensation, job insecurity, and data rights violations. Additionally, they explore the...
About this show
Exploring the intersection of infrastructure and artificial intelligence.
Hosted by
Heavybit
Categories