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Kevin Mandich moved from mechanical and aerospace engineering into machine learning and cybersecurity, later leading AI and ML at Sprig, where he explored turning raw feedback into product data, structuring AI teams, and applying large language models.
Ryan Glasgow, an early product manager at Weebly and Vurb, founded Sprig after seeing slow research cycles impede good software, advancing in-context feedback as a way to manage product complexity and scale user insight with AI.
Nick Caldwell managed engineering teams at Microsoft, Reddit, Looker, and Twitter, distilling a blunt lesson for new managers: stop writing code, focus on people, and learn to build teams, scale organizations, and support career development.
Michael Lopp is an engineering leader known as Rands, whose human-centered view of software organizations includes “Shields Down” and the “Stables and Volatiles” dynamic, revealing why people and systems can stall even when the code compiles.
Milin Desai, Sentry CEO and former VMware general manager, argues that developer productivity depends on developer happiness, and that engineering tools should deliver code-level context rather than merely operational alerts, especially as infrastructure and AI reshape software work.
Dennis Pilarinos built Buddybuild and Unblocked, framing the central weakness of AI coding tools as context engineering: without a company’s organizational knowledge, even capable systems struggle to support developers, engineering teams, and the realities of startup building.
Shachar Hirshberg is a cybersecurity entrepreneur and Artemis CEO who previously led product management for Amazon GuardDuty and helped build security automation at Demisto, studying modern threat detection, the inevitable-breach mindset, and effective engineering management.
Dan Shiebler, co-founder and CTO of Artemis and former machine learning head at Abnormal Security, builds security platforms around autonomous agents, using system architecture and adversarial machine learning to expose the structural limits of static, rules-based defenses.