Essays by Ry Walker

Essays on AI, startups, and software engineering by Ry Walker, founder of Tembo and Astronomer.

Apr 30, 2026Tech Context Is Tractable. Org Context Is Not

The hardest unsolved problem in agent infrastructure is not compute or sandboxing. It is context — and most of that context lives in people, not repos.

Apr 29, 2026Context Engineering Is the Hard Problem

Models keep getting better, but agents without deep codebase and organizational context are just expensive autocomplete. Context engineering is the bottleneck nobody has productized.

Apr 28, 2026The Codebase Is the Territory. The Agent Needs a Map

Every quarter a new model writes marginally better benchmark code. And every quarter enterprise teams stall on the same context problems. The hard part is the engineering around the AI.

Apr 27, 2026Skills Are Software, Not Markdown

A skill described in a markdown file is not a skill. It is a wish. Real skills need executable tools, automated tests, schema validation, and deep system integration.

Apr 25, 2026Controllability Is Not Optional. Enterprise Teams Do Not Want Magic

Enterprise teams do not want magic agents. They want control over which submodules load, which tools run, and what the agent remembers — because they have been burned by black boxes before.

Apr 24, 2026Each Person Needs Their Own Agent Instance

Shared agents with a single configuration are fundamentally broken. Each user gets a personal copy that learns through interactions — and an organizational layer that locks in what consistently works.

Apr 23, 2026Agent Memory Is Unsolved. Workflow-Scoped Learning Is Not

General-purpose agent memory is still a research problem. The opportunity is workflow-scoped learning that compounds — pick the constraint, and the memory problem stops being intractable.

Apr 22, 2026The Harness Is the Product. The Prompt Is Cheap

The interesting part of an agent stopped being the prompt years ago. Orchestration, persistence, tool integrations, and policy enforcement are where the complexity — and the value — lives now.

Apr 21, 2026Two Maintenance Curves: Infrastructure Decreases, Context Never Stops

The maintenance burden of running agents is not one thing. It splits into two categories with opposite cost curves, and only one of them ever ends.

Apr 20, 2026The Submodule Problem Is the Whole Problem in Miniature

Submodules are a specific pain point, but they illustrate a universal truth. Enterprise codebases are not simple, and agents that cannot handle them cannot handle enterprise software.

Apr 19, 2026Three Layers of Agent Context, and Most Agents Have Zero

The coding-agent debate is dominated by model capability. Wrong bottleneck. Context splits into structural, navigational, and operational layers — and most agents are missing all three.

Apr 18, 2026The Agent Made a New Type Instead of Finding the Real One

A scene from every engineering org operationalizing agents. The task was trivial. The PR was wrong in a way no human on the team would ever get wrong. It is not a model problem.