diff --git a/FEATURES.md b/FEATURES.md
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+# Feature Index
+
+<!--
+Maintained automatically: the wrap-step handler appends
+stubs when PRs touch new files. Fill in descriptions before
+next wrap.
+
+Format: - **Name** — short description. file.js:line, file2.js:line.
+-->
+
+## UI / Web
+
+## Server / API
+
+## Methodologies / Engines
+
+## CLI / Tooling
+
+## TODO (auto-stubbed 2026-07-06)
+
+- **TBD** — touched in this session: `ARCHITECTURE.md`. <!-- describe -->
+- **TBD** — touched in this session: `tanglebrain/config/roster.yaml`. <!-- describe -->
+- **TBD** — touched in this session: `tanglebrain/gui/static/index.html`. <!-- describe -->
diff --git a/PROJECT-MAP.md b/PROJECT-MAP.md
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+# Project Map
+
+<!--
+A "where things live" map: the structural table-of-contents the agent consults
+FIRST before grepping or filesystem search. The top-level-directory skeleton is
+auto-generated (seeded on toggle-on, refreshed by the project-map wrap-step);
+fill in the descriptions. Distinct from FEATURES.md (#207), which maps features
+to file paths — this maps the layout itself.
+-->
+
+## Structure
+
+- `plugins/` — <!-- describe -->
+- `tanglebrain/` — <!-- describe -->
+- `tanglebrain.egg-info/` — <!-- describe -->
+- `tests/` — <!-- describe -->
+
+## Shared directories / doc groups
+
+- **AI Inference** → _(no shared directory)_
+  - `LITELLM`
+  - `TANGLEBRAIN`
+  - `TANGLEBRAIN-C1-REPORT`
+  - `TANGLEBRAIN-PLAN`