
Generationship
Exploring the intersection of infrastructure and artificial intelligence.
Latest episodes

Feb 12, 2025 • 36min
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 the transformative potential of AI. Don’t miss her practical advice for technical founders navigating leadership challenges.

Jan 23, 2025 • 26min
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, envisioning a future where technology amplifies collective problem-solving.

Jan 9, 2025 • 32min
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 for a collaborative, human-centered future in tech.

Dec 19, 2024 • 21min
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 cybersecurity, climate change, and health tech. Discover actionable insights for the future of leadership and collaboration.

Dec 4, 2024 • 28min
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 the challenges of building trust in marketing. Discover actionable insights and the human side of AI innovation in this thought-provoking conversation.

Nov 20, 2024 • 21min
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 benefits and risks of large language models. Tune in for a thoughtful conversation on the future of AI, human collaboration, and responsible innovation.

Nov 6, 2024 • 37min
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 of culture in startup success, the overhype surrounding AI, and his philosophy of working closely with founders to guide them through critical early stages.

Oct 16, 2024 • 25min
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 simplifies AI workflows through state machines, and explores its use in debugging and complex AI/ML systems. Elijah also shares his thoughts on the sustainability of AI's hype and its energy demands, offering a balanced view on the future of this rapidly evolving field.

Oct 3, 2024 • 30min
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 responsible AI can drive health equity and the importance of diverse perspectives in shaping technology's role in medicine.

Sep 19, 2024 • 27min
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 balance between automation and human judgment, emphasizing the need for AI to handle repetitive tasks while humans focus on creativity and decision-making.