Working Surfacelink · 13 Oct 2026
02
An engineering leader seen from behind at a whiteboard, a short handwritten list of assumptions with a tick box beside each, a wall calendar marked six months ahead, the whole scene drawn with wide empty margins on every side.
LeadDev

Your engineering strategy has a new failure mode

Robert Kimani · 12 October 2026

Company story · decisions · Decision records

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Takeaway

Robert Kimani, a site reliability consultant, argues engineering strategies built on AI productivity should list their assumptions, each with a signal, a responsible person and a review trigger.

Summary

Robert Kimani, a freelance Linux engineer and consultant in site reliability engineering, writes for LeadDev about strategies that AI makes obsolete within months. In his example, a leader approves five hires, an internal AI platform and a reorganisation of two teams. Six months later, developers produce more code, but delivery is no faster because review, build queues and security checks have slowed.

Key points
  • Kimani cites a September 2026 CloudBees survey of 213 technology leaders, in which 57% named reviewing, testing and deploying as the bottleneck and 35% named writing code.
  • He recommends matching how hard a commitment is to reverse to how strong the evidence behind it is.
  • Each major plan gets a short list of assumptions, and each assumption gets a signal to watch, a named person responsible and a condition for review.
  • One example condition is to reassess the plan if review capacity grows slower than implementation.
Implication

An engineering leader can write the AI assumptions behind a hiring or platform plan next to the plan, with review time as one of the signals. This is an inference and is not the author's claim.

Plays
Engineering

In each engineering plan that counts on AI tools, name a person to reassess it if code review capacity grows more slowly than the code being written.

Engineering

Keep a short list of the assumptions behind each major engineering plan, each with a signal to watch, a named person responsible and a condition that triggers review.

Derived by Working Surface from the article; more in the Playbook. Source line: AI can improve the metric used to justify a strategy while making the overall delivery system more constrained.

Source issue

13 October 2026: AI agents have moved the slow step in software work from writing code to checking and running it, so teams need to measure and staff that later step deliberately.