Bigger context, worse agents
I've been experimenting with feeding agents larger volumes of context. The pattern is steady: the bigger I make it, the worse it looks. Meanwhile, the rest of the field is racing t...
Tagged: context-management
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Paper rules break first
Two months of running the agent-team starter prompt taught me which rules actually hold. The ones wired into tooling survived. The ones that only lived in prose were the first to e...
The context wars: how Gemini, ChatGPT, Claude and Grok manage agent memory in 2026
I've spent months building context management patterns by hand. Here's how the four major platforms are solving the same problems at the infrastructure level — and what it means fo...
My .md files vs Claude's memory tool: a practitioner comparison
Anthropic shipped a memory tool that looks structurally identical to the markdown files I've been maintaining by hand. Here's what each approach gets right, where they diverge, and...
Custodians of context: how our roles must evolve in the AI era
I've been writing about context management at the individual and team level. This post zooms out: if context is the real bottleneck in AI, who owns it across an organization — and...
Separation of concerns in AI agent teams: lessons from multi-disciplinary delivery (and where they break)
We've been solving the 'too complex for one person' problem for decades in program delivery. Now some team members are language models — and the coordination overhead is measured i...
The recipe app I couldn't build six years ago
Six years ago I helped a CPG company dream up a smart meal planner. We never shipped it. This year, my wife and I built it — and we use it every week.
When one context window isn't enough
Splitting a single AI agent into a team didn't just change the workflow — it changed how context flows through the whole system.
Your .md files are a memory architecture (you just don't call it that)
The manual context management patterns that work today map surprisingly well to the agent memory architectures being built for tomorrow.
A starter prompt that actually remembers what you told it
I rebuilt my Claude Code starter prompt around .md files as external memory. Here's why and how.
Starter prompt v2 for Claude Code agent teams, refined
Updated version of my Claude Code agent-teams starter prompt(/downloads/STARTPROMPT-AGENT-TEAMS-v2.md) after two months of running the previous cut on real p...
A starter prompt for Claude Code agent teams
I rebuilt my Claude Code starter prompt(/downloads/STARTPROMPT.md) for agent teams. The original positions Claude as a single project lead that both coordina...
Claude Code's /memory is one-fifth of a context management system
Claude Code has a `/memory` command that appends facts, preferences, and constraints to a `CLAUDE.md` file — either global (`~/.claude/CLAUDE.md`) or project-l...
My Claude Code starter prompt with built-in context management
I published my Claude Code starter prompt as a downloadable file: STARTPROMPT.md(/downloads/STARTPROMPT.md) It sets Claude up as technical lead for any proj...