Generationship is a podcast exploring the intersection of infrastructure and artificial intelligence through a technical and philosophical lens. In this debut episode, host Rachel Chalmers is joined by special guest Catharine Strauss of Summerstir Solutions. Together they dive deep into the world of infrastructure capacity planning, sustainability in data centers, the future of AI in the industry, the importance of getting outdoors, and much more.

Subscribe

Generationship - Ep. #1, Building Future Infrastructure Sustainably with Catharine Strauss

In episode 11 of Open Source Ready, Brian Douglas and John McBride sit down with AI expert Steve Manuel to explore the Model Context Protocol (MCP)—a framework that enhances how models interact with their environments. They break down why context-awareness is crucial for machine learning and how MCP is transforming open source AI.

Open Source Ready - Ep. #11, Unpacking MCP with Steve Manuel

In this episode of Platform Builders, Christine Spang and Isaac Nassimi chat with Ben Rubin about the evolution of software development, from the early days of the internet to the current age of AI. They discuss the impact of AI on B2B SaaS, the challenges of building platforms in a rapidly changing landscape, and the future of user experience. Ben shares his experiences and insights on how developers and businesses can adapt to thrive in this new era.

Platform Builders - Ep. #3, Building Platforms in the AI Era with Ben Rubin of Verify

In episode 8 of Platform Builders, Christine Spang and Isaac Nassimi are joined by John Melas-Kyriazi, founder and CEO of Standard Metrics. John shares his journey from VC to founder and how he’s rethinking investor–portfolio company collaboration. From spreadsheets to vertical SaaS, and now to AI-powered platforms, John dives deep into building software that’s truly purpose-built for venture capital.

Platform Builders - Ep. #8, The Beauty of Vertical SaaS with John Melas-Kyriazi of Standard Metrics

In episode 16 of Open Source Ready, Brian and John sit down with Mitchell Hashimoto, founder of HashiCorp, to discuss his journey after leaving the company and his latest passion project, the open source terminal emulator Ghostty. Mitchell shares the accidental origins of Ghostty, his pragmatic approach to technology, and his thoughts on the current state of open source business models. Lastly, they explore the complexities of AI development and the trade-offs of foundation governance.

Open Source Ready - Ep. #16, Building Tools That Spark Joy with Mitchell Hashimoto

In episode 12 of Platform Builders, Christine and Isaac chat with Mike Boufford, CEO of Otti and former CTO of Greenhouse. Mike unpacks hard-earned insights on topics like leadership philosophies, management best practices, and the unexpected moments that shape company culture. This conversation blends candid war stories with practical takeaways for anyone leading technical teams.

Platform Builders - Ep. #12, Earn Respect, Not Headlines with Mike Boufford

In episode 13 of Platform Builders, Christine and Isaac explore the intersection of AI and medicine with ER physician Nathan Murray. Nathan shares how and why he founded DocAssistant, an AI-powered scribe and decision-support tool for emergency medicine. This conversation examines the challenges of integrating AI into clinical workflows and offers a unique perspective on the future of healthcare tech.

Platform Builders - Ep. #13, Mirroring the ER Brain with AI with Nathan Murray of DocAssistant

In episode 21 of Open Source Ready, Brian and John sit down with Chad Metcalf, CEO of Continue, to explore the rise of continuous AI. Chad shares his journey from early embedded systems and platform engineering to leading an open-source-focused company building coding agents. They discuss automation, developer trust, open source attribution, and how AI is reshaping workflows across the entire software lifecycle.

Open Source Ready - Ep. #21, Continuous AI with Chad Metcalf of Continue

On episode 14 of Platform Builders, Christine Spang and Isaac Nassimi speak with Anthony Presley. Anthony walks through his journey from early consulting to creating workforce management SaaS, highlighting how persistence and customer-driven development shaped his companies. Together, they dig into the complexities of restaurant software, the importance of open ecosystems, and where dining tech is headed.

Platform Builders - Ep. #14, Navigating Restaurant Tech’s Roadmaps with Anthony Presley

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.

Generationship - Ep. #47, The Tech Bros with Milette Gillow and Sedinam Simpson

Heavybit is the leading early-stage investor in enterprise infrastructure. Since 2013, we've helped launch and scale visionary technical startups—from DevSecOps and feature flagging to AI code generation and beyond. We go hands-on from day 0, backing founders as they turn code into companies and build the future of software from the bottom up to the top down.

Popular tracks tagged #developer tools