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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 making stronger security boundaries increasingly urgent. Along the way, they discuss complementary leadership skills, fundraising lessons, and the value of questioning the industry’s technical assumptions.

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 discusses open-source infrastructure, the limits of AI automation, and her larger vision of making powerful computing and scientific tools more broadly accessible.

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, culture, and personalization when building global healthcare companies.

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 discusses how agentic AI is transforming software development, testing, and data generation.

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 “live the problem,” and where he sees the next generation of AI tooling emerging. The conversation also dives into personalized medicine, AI infrastructure consolidation, and what remains fundamentally human about investing.

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 production-ready AI pipelines. This conversation offers a systems-level perspective on scaling AI beyond prototypes.

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 beyond experimentation toward real adoption. Mehdi also shares practical enterprise AI use cases and his perspective on how AI can augment human decision-making.

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 takes to engage developers at exactly the right moment.

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 scale those best practices without disrupting existing workflows.

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 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 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.

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 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.