Why Most Software Teams Struggle to Ship (And How AI Changes That) | Thanos Diacakis

Software teams don't fail because they're not smart. Theyfail because nobody ever taught them how to actually ship. In this episode, Peter sits down with Thanos Diacakis, chief troublemaker and software effectiveness coach at Cosmic Teacups, to dig into why so many software teams struggle to get products out the door, even when they know their industry inside and out.

Thanos has spent almost 30 years in software, from earlystartups to leading Uber's bikes and scooters team to running his own consulting practice today. He and Peter talk through why teams reach for long term planning before they've even mastered short term execution, why "specialization" can quietly wreck a team's ability to ship, and how AI is changing what's actually possible when it comes to speed, safety, andrewriting old codebases without blowing everything up.

They also get into how manufacturing environments handle the tension between moving fast and staying safe, why bad habits stick around long after anyone remembers the reason for them, and what Thanos thinks the future actually looks like for software jobs in the age of AI. Whether you're managinga software team or just trying to figure out why your company does things the way it does, this one's worth a listen.

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