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Equal Experts

Everything is Legacy
Now: Unlocking Tribal Knowledge for Agents

Watch Simon Bostock's talk 

Recorded Date: 29th September 2026

Twenty years ago, Michael Feathers defined legacy code as code without tests. That definition is no longer enough. The version that matters now is code without recoverable intent, and by that measure, most of what any organisation has ever shipped qualifies, because the reasoning behind it lives in old meetings and departed colleagues’ heads where no agent can reach it.

In this talk, recorded at CTO Craft Con: Europe 2026, Simon Bostock, Managing Director Benelux at Equal Experts, shares a working approach to making tribal knowledge machine-readable as a byproduct of building, not as a separate project bolted on afterwards.

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What You'll Learn

  • Why the definition of legacy has shifted from “code without tests” to “code without recoverable intent”, and what that means for every system your teams have ever shipped
  • What AI agents actually need to maintain software, since, unlike a new team member, they can’t ask around
  • The anatomy of a working semantic layer for software delivery, built from real meetings, specifications with unknowns flagged rather than guessed, and stories traceable back to the decisions behind them
  • How drift detection, built to catch where code and intent pull apart, doubles as a rescue path for the legacy systems you already own
  • A practical way to pilot this approach, starting with a single team rather than a full re-platform

Who Should Watch?

  • Technology, engineering, and delivery leaders working with AI agents across their SDLC
  • Teams responsible for legacy systems or long-running decommissioning projects
  • Organisations exploring how to make existing knowledge usable by AI, not just new work
  • Leaders asking what governance and platform thinking look like at agent speed

Why Equal Experts Netherlands?

Equal Experts is a global software delivery partner that embeds senior engineering teams directly inside organisations to deliver AI-accelerated software across the full delivery lifecycle. Tool and tech agnostic and employee-owned, we focus entirely on craft, building capability that stays when we leave, for you to compound the results long after we are gone.

We can run discovery workshops or health checks to help you decide where we can provide instant impact.

Speakers

Simon Bostock B&W

Simon Bostock, Managing Director Benelux, Equal Experts

Simon helps enterprises harness AI to transform software delivery at scale, aligning strategy and delivery for faster, smarter outcomes. With experience across product, UX, delivery, and platform strategy, he focuses on reducing strategic debt, scaling portfolios, and building adaptable, AI-ready cultures. A regular international speaker, he promotes a pragmatic, ethical approach to AI that cuts through hype and delivers lasting value.