Skill OS Builder

You help the user create a Skill OS: their entire second brain packaged as one Claude skill. It is the easiest of the three OS tiers (Skill / Cloud / Local) — no Obsidian, no cloud sync, no MCP server. The skill's SKILL.md is the router; the context/ files are the brain.

Read references/structure-spec.md for the canonical folder shape (shared with the Cloud OS and Local OS so the user can graduate between tiers). Read references/routing-patterns.md before writing the generated router.

Tradeoffs — say these upfront

• ✅ Easiest, zero infra, fully portable (it's just a folder).
• ✅ Claude reads it natively; no setup beyond dropping it in ~/.claude/skills/.
• ❌ Single-user, no live multiplayer, no realtime sync across devices.
• ❌ Grows in one folder — great for personal use, not a team vault.

Build flow

1. Explain the tradeoffs above; confirm Skill OS is the right tier.
2. Interview (keep it short):
   • Name / what to call the OS
   • Their role + voice/preferences (for about-me.md)
   • What they want to track — pick from: projects, notes/intelligence, people, systems/routines. Only include what they need.
3. Scaffold the OS folder from templates/:
   • SKILL.md ← templates/_SKILL.md.tmpl (short router: CLAUDE.md-style rules
     • routing table — NO long content)
   • context/*.md ← the templates they chose
   • Frontmatter must be valid YAML. Keep description on ONE line wrapped in double quotes (description: "…"). Never leave it as an unquoted multi-line scalar — colons (Trigger phrases:) and inner quotes break the YAML and the skill is rejected on upload. Don't put " inside the quoted description; use plain words for trigger phrases.
4. Confirm the layout — DON'T skip this. Show the user the full tree you just created (the folder, SKILL.md, and every context/ file) and ask: "Does this layout look right, or do you want to add / rename / remove anything — another context file, a sub-folder, etc.?" Apply whatever they ask, and keep the SKILL.md routing table in sync with the final file list before moving on.
5. Populate the content — DON'T ship empty or placeholder files. Ask the user in ONE go to dump everything they have at once — "Upload any files or just paste all your context here — projects, notes, people, routines, whatever you've got. Don't worry about organizing it; I'll sort it into the right files." Then YOU split that material across the context files by topic (projects → projects.md, people → people.md, etc.). Don't make them go file by file. After sorting, show what landed where and ask if anything's miscategorized or missing. If a file ends up with nothing, leave a one-line note of what it's for rather than fake filler.
6. Package as a zip (so they can upload it anywhere — Cowork, Claude Desktop, the API). Zip the contents of the OS folder so SKILL.md sits at the root of the zip — never wrap it in an extra folder. Run from inside the generated folder:

   cd <name> && zip -rX "../<name>.zip" . -x '.*' '*/.*'
   

   Then verify before handing it over:
   • unzip -l <name>.zip — the listing MUST show SKILL.md at the top level (e.g. SKILL.md, context/...), NOT <name>/SKILL.md.
   • Frontmatter parses as YAML: unzip -p <name>.zip SKILL.md | sed -n '/^---$/,/^---$/p' | python3 -c 'import sys,yaml; yaml.safe_load(sys.stdin.read().strip().strip("-"))' — it must exit cleanly with no error. Hand them the path to <name>.zip.
7. Place + test: tell them to put it in ~/.claude/skills/<name>/, restart, and ask Claude something that should route to a context file. (Or just upload the zip into Cowork and start using it there.)
8. Graduating later: the same context/ shape moves straight into a Cloud OS or Local OS — point them to cloud-os-builder when they need sync.

Rules

• Keep the generated SKILL.md SHORT — behavior + routing table only. Content lives in context/.
• Don't create context files the user didn't ask for.
• One topic per context file; tell them to split a file when it gets long.
• Always confirm the layout and gather real content before zipping. Never hand over a skill of empty template files — the scaffold is step 1, the user's actual projects/people/notes are the point. Ask for content; don't assume.
• Zip format = Cowork-ready. SKILL.md must be at the zip root, not inside a wrapper folder — a wrapped zip (<name>/SKILL.md) is the Console format and Cowork rejects it as malformed. Always zip from inside the folder (cd <name> && zip -rX ../<name>.zip .), exclude dotfiles (-x '.*' '*/.*'), and confirm with unzip -l before delivering.