This is the fifty-fourth session of Glasp Talk!

Glasp Talk delves into intimate interviews with luminaries from various fields, unraveling their genuine emotions, experiences, and the stories behind them.

Today’s guest is Gregor Ojstersek, a seasoned engineering leader and the Founder of the Engineering Leadership newsletter. In this conversation, Gregor explores what it means to be an engineer in the era of rapid AI advancement, not just building technology, but leading with thoughtfulness and intention.

From his early career experiences to growing his newsletter to over 150,000 subscribers and advising startups on how to build high-performing engineering organizations, Gregor shares rich insights grounded in experience.

He reflects on the risks of over-reliance on AI tools, explains the ideal role of a CTO in startup environments, and emphasizes why hiring “scrappy builders” often matters more than polished resumes when forming early-stage teams.

This episode offers a rare look into the mindset of someone at the intersection of engineering leadership and the fast-changing AI landscape. Whether you're an engineer, founder, or lifelong learner, Gregor’s reflections on vision, resilience, and long-term thinking will leave a lasting impression.

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Read the transcript:

How Engineers Build and Lead in the Age of AI | Gregor Ojstersek | Glasp Talk #54

Read the newsletter:

How Engineers Build and Lead in the Age of AI | Gregor Ojstersek | Glasp Talk #54

Watch the full episode on YouTube:

How Engineers Build and Lead in the Age of AI | Gregor Ojstersek | Glasp Talk #54