diff --git a/.gitmodules b/.gitmodules
index 04b34e0..043a100 100644
--- a/.gitmodules
+++ b/.gitmodules
@@ -5,3 +5,12 @@
 [submodule "vendor/discord-video-stream"]
 	path = vendor/discord-video-stream
 	url = https://github.com/dank074/discord-video-stream.git
+[submodule "vendor/drizzle-orm"]
+	path = vendor/drizzle-orm
+	url = https://github.com/drizzle-team/drizzle-orm.git
+[submodule "vendor/better-sqlite3"]
+	path = vendor/better-sqlite3
+	url = https://github.com/WiseLibs/better-sqlite3.git
+[submodule "vendor/node-datachannel"]
+	path = vendor/node-datachannel
+	url = https://github.com/Discord-RE/node-datachannel.git
diff --git a/docs/superpowers/specs/2026-05-19-winston-logging-refactor-design.md b/docs/superpowers/specs/2026-05-19-winston-logging-refactor-design.md
new file mode 100644
index 0000000..b0fc059
--- /dev/null
+++ b/docs/superpowers/specs/2026-05-19-winston-logging-refactor-design.md
@@ -0,0 +1,115 @@
+# Winston Logging Refactor Design
+
+## Goal
+
+Refactor project logging from Pino to Winston and clean up logging-related dependencies without changing application behavior.
+
+## Scope
+
+- Replace `pino` and `pino-pretty` with `winston`.
+- Remove `pino-http` if no code still uses it.
+- Keep logging access centralized in `src/logger.ts`.
+- Preserve current exported logger API shape where practical: `logger` and `createChildLogger(context)`.
+- Normalize log output and levels across the codebase.
+- Avoid unrelated feature work or broad refactors.
+
+## Logging Architecture
+
+`src/logger.ts` remains the only logging entry point. It will create one Winston logger with npm levels:
+
+- `error`
+- `warn`
+- `info`
+- `http`
+- `verbose`
+- `debug`
+- `silly`
+
+`LOG_LEVEL` validation will be updated to accept these Winston standard levels. Default behavior stays environment-aware: development can log more detail, production stays concise.
+
+## Outputs
+
+Winston will write to:
+
+1. Console
+   - Pretty, colorized, timestamped output.
+   - Includes logger context, message, and metadata.
+2. `logs/app.log`
+   - JSON format.
+   - Includes all logs at configured level and above.
+3. `logs/error.log`
+   - JSON format.
+   - Includes error-level logs only.
+
+The logger should create the `logs/` directory at runtime if needed. `logs/` should be ignored by git.
+
+## Metadata and Error Handling
+
+Existing log calls mostly remain valid. `src/logger.ts` will format metadata centrally so individual call sites do not need custom serialization.
+
+Handled metadata shapes:
+
+- `{ error: err }`
+- `{ err }`
+- `{ reason }`
+- extra plain objects used by existing log calls
+
+Errors should serialize with message, stack, name, code, statusCode, and any relevant enumerable fields. Non-error metadata should pass through without lossy conversion.
+
+## Code Changes
+
+Expected files:
+
+- `package.json` and lockfile: add `winston`, remove Pino packages that become unused.
+- `src/logger.ts`: rewrite from Pino to Winston.
+- `src/config.ts`: expand `LOG_LEVEL` schema.
+- `.gitignore`: ignore `logs/` if missing.
+- Logger call sites: update only if TypeScript or Winston format compatibility requires it.
+
+Known logger consumers include:
+
+- `src/index.ts`
+- `src/webserver.ts`
+- `src/middleware.ts`
+- `src/voiceController.ts`
+- `src/media/mediaController.ts`
+- `src/media/screenShareController.ts`
+- `src/moderation/broadcaster.ts`
+- `src/moderation/messageCapture.ts`
+- `src/streaming/transcoder.ts`
+
+Additional consumers should be found by grep during implementation.
+
+## Dependency Cleanup
+
+Remove packages only after confirming no imports remain:
+
+- `pino`
+- `pino-pretty`
+- `pino-http`
+
+Do not remove unrelated dependencies in this pass.
+
+## Testing and Verification
+
+Run:
+
+- `pnpm install` or equivalent lockfile update after dependency changes.
+- `pnpm run typecheck`
+- `pnpm run test`
+- `pnpm run lint`
+
+Also verify log behavior with a short runtime command or startup check:
+
+- console output is readable and includes context.
+- `logs/app.log` is created.
+- `logs/error.log` is created when an error log occurs.
+
+## Success Criteria
+
+- No Pino imports remain.
+- Winston is the only logging backend.
+- Existing application logging calls compile.
+- Log levels are consistent and configurable via `LOG_LEVEL`.
+- Console and file logging both work.
+- Tests, typecheck, and lint pass.
diff --git a/vendor/better-sqlite3 b/vendor/better-sqlite3
new file mode 160000
index 0000000..d8885f9
--- /dev/null
+++ b/vendor/better-sqlite3
@@ -0,0 +1 @@
+Subproject commit d8885f900cb626596e28a0ecd1b9d35bf15c7a0b
diff --git a/vendor/drizzle-orm b/vendor/drizzle-orm
new file mode 160000
index 0000000..48e5406
--- /dev/null
+++ b/vendor/drizzle-orm
@@ -0,0 +1 @@
+Subproject commit 48e5406027103a9fca6eb66417187c4a8b5c6aa3
diff --git a/vendor/node-datachannel b/vendor/node-datachannel
new file mode 160000
index 0000000..46c65c8
--- /dev/null
+++ b/vendor/node-datachannel
@@ -0,0 +1 @@
+Subproject commit 46c65c88b7f76faf8fbece948e174e67b305ca04