Engineering Founders

The Startup Epoch: Rethinking Company Building & Defensibility in an AI World w/ Craig McLuckie @ Stacklok


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ABOUT CRAIG MCLUCKIE

Craig is the CEO and co-founder of Stacklok, where his team is working to tip AI code generation on its side, from vertical, closed solutions to horizontal, aligned systems. Craig was previously CEO and co-founder of Heptio, which was acquired by VMware in 2018; he has also led product and engineering teams at Google and Microsoft. Craig is a co-creator of Kubernetes and he bootstrapped and chaired the Cloud Native Computing Foundation.

ABOUT STACKLOK

Stacklok is working to tip AI code generation on its side — transforming vertically integrated (and closed) solutions into horizontal, open systems. Their CodeGate.ai project is an important step in this direction; it's a bridge between AI assistants and LLMs that gives developers control of their privacy and delivers richer results.

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  • Why this moment is “the epoch of the startup” (2:03)
  • How AI shifts startup economics: from cost structures to value capture (4:18)
  • Why incumbents struggle during disruption—and how startups can win (8:17)
  • The origin story behind Stacklok & lessons from Craig’s pivot (11:04)
  • Frameworks for identifying asymmetric advantages as a founder (14:48)
  • How to map your unique asymmetric advantages to new opportunities and secure stakeholder buy-in (16:34)
  • Rethinking defensibility & value capture in the AI era (16:29)
  • How Craig applied cost, GTM & product perspectives to strategic pivots @ Stacklok (18:07)
  • Building investment theses: Aligning cultural strengths & asymmetric advantages with evolving opportunities (20:05)
  • Determining your startup’s investment themes (22:53)
  • Structuring experiments & validating opportunities (24:15)
  • Defensibility & building community-driven moats in early ideation phases (26:54)
  • Signals of early community-product alignment (31:24)
  • Conversation frameworks to assess asymmetric advantages (32:22)
  • Societal implications of AI disruption & the “startup epoch” (35:14)
  • Rapid fire questions (38:12)
This episode wouldn’t have been possible without the help of our incredible production team:

Patrick Gallagher - Producer & Co-Host

Jerry Li - Co-Host

Noah Olberding - Associate Producer, Audio & Video Editor https://www.linkedin.com/in/noah-olberding/

Dan Overheim - Audio Engineer, Dan’s also an avid 3D printer - https://www.bnd3d.com/

Ellie Coggins Angus - Copywriter, Check out her other work at https://elliecoggins.com/about/

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Engineering FoundersBy The Engineering Leadership Community (ELC)