In episode 18 of Generationship, Rachel Chalmers sits down with Shawn "swyx" Wang to unpack 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 AI, offering unparalleled insights into the future of this transformative field.

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Generationship - Ep. #18, Intelligence on Tap with Shawn "swyx" Wang

In episode 2 of Platform Builders, Jamie Davidson, CEO of Vitally, joins Christine Spang and Isaac Nassimi to discuss the evolution of customer success platforms. They explore Vitally's journey from a customer data tool to a comprehensive platform, the strategic decisions behind product development and fundraising, and the impact of AI on the future of customer success. Davidson also shares insights on innovating customer engagement and building a platform that empowers both customer success teams and the wider business.

Platform Builders - Ep. #2, Charging Customers was a Mistake with Jamie Davidson

A real-world walkthrough of the Brain Garden system — how structured rules, task lists, skill jacks, and human-directed prompts create smarter AI-assisted development workflows. No hype, just craft. This track accompanies the full Medium article "Building with Brain Garden: Real-World Lessons in Practical AI." Learn how AI can supercharge engineering when used systematically and responsibly.

Building with Brain Garden: Real-World Lessons in Practical AI

We discuss how Artificial Intelligence (AI) is revolutionizing the modernization of legacy software systems, which are often compared to "black boxes" due to their age, complexity, and lack of documentation. It explains that traditional "software archaeology" is a painstaking process of manually trying to understand these systems, often leading to high costs and risks. The text introduces AI-driven platforms like GAPvelocity AI that employ techniques such as "BlackBoxToBlueprint," where AI agents learn a system's logic by observing its behavior and outputs, even without direct access to the source code. This approach, often combined with deterministic code analysis, generates human-readable "blueprints" like decision trees. The article highlights the significant benefits of these AI-generated blueprints, including reduced guesswork in modernization, accelerated understanding, automated test generation, enhanced risk mitigation, and improved operational efficiency. Ultimately, the source argues that AI transforms the daunting task of legacy system modernization into a more confident and predictable journey, allowing organizations to preserve critical business logic while transitioning to modern platforms.

BlackBoxToBlueprint: Software Archaeology Meets AI

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.

Composer, Sound Designer, Producer, Drumset Artist and Tabla Performer...The musical mind of a passionate, musician, entrepreneur, idealist, thinker, philosopher, truth seeking, romantic.


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