StaffEng

·S2 E5

Jonathan Wondrusch (Block): Raising Ambition in the Singularity

July 26
51 mins

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Episode Description

Jonathan joins Alex and David to talk about what actually changes when agents get good enough to do the work. He walks through the 60-service monorepo migration that convinced him the ceiling had moved, why "raising ambition" is now a real coaching conversation with his team, and how Block is using linters and LLM-as-judge to keep GraphQL API design honest.


The conversation goes past the usual velocity story into the harder question: engineering is multiplayer, and most AI tooling is still single-player. Jonathan makes the case that the human touch points — design reviews, pairing, cross-functional feedback — are the part you have to deliberately protect, not the part you optimize away. Plus: adversarial code review with mixed models, why he'll let an agent write his code but not his voice, and the trap of low-hanging fruit that doesn't compound.


https://x.com/JWondrusch

https://x.com/davidnoelromas

https://x.com/voidfiles

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