feat(skills): update media-delivery

media-delivery/SKILL.md

 ---
 ---
 name: media-delivery
 name: media-delivery
 description: Send files through messaging platforms via Hermes MEDIA protocol — path rules, Windows quirks, allowed directories, and per-platform limitations.
 description: Send files through messaging platforms via Hermes MEDIA protocol — path rules, Windows quirks, allowed directories, and per-platform limitations.
-version: 1.0.0
+version: 1.1.0
 author: Hermes Agent
 author: Hermes Agent
 platforms: [windows, linux, macos]
 platforms: [windows, linux, macos]
 metadata:
 metadata:
@@ -118,20 +118,175 @@ The gateway auto-detects the content type from the file extension:
 ### Telegram
 ### Telegram
 - MEDIA protocol fully supported
 - MEDIA protocol fully supported
 - Images, video, audio, documents all work
 - Images, video, audio, documents all work
-- Larger file size limit
+- Larger file size limit (~2GB)
 
 
 ### Discord / Slack
 ### Discord / Slack
 - MEDIA protocol supported
 - MEDIA protocol supported
 - File-type restrictions may apply per platform
 - File-type restrictions may apply per platform
+- Discord: 25MB (free), 500MB (Nitro)
+
+### WhatsApp / Other Platforms
+- MEDIA protocol supported via gateway
+- Platform-specific size and type limits apply
 
 
 ---
 ---
 
 
-## 5. Diagnostic Checklist
+## 5. Client Chat File Delivery Workflow
+
+When sending files to users during interactive chat sessions, follow this workflow:
+
+### Step 1: Generate or Locate the File
+
+Files can come from various sources:
+- **Terminal output**: Logs, reports, data exports
+- **Screenshots**: Browser captures, desktop screenshots
+- **Code artifacts**: Generated code, config files, test results
+- **Media**: Audio recordings, video clips, images
+- **Documents**: PDFs, markdown files, spreadsheets
+
+### Step 2: Move File to Cache Directory
+
+**Always copy files to an appropriate cache directory before sending:**
+
+```bash
+# For documents (reports, logs, configs)
+cp /path/to/file ~/.hermes/cache/documents/
+
+# For images (screenshots, diagrams)
+cp /path/to/image ~/.hermes/cache/images/
+
+# For audio (recordings, synthesized speech)
+cp /path/to/audio ~/.hermes/cache/audio/
+
+# For videos (recordings, animations)
+cp /path/to/video ~/.hermes/cache/videos/
+```
+
+**Quick one-liner pattern:**
+```bash
+# Copy and rename in one step
+cp output.log ~/.hermes/cache/documents/chat-session-$(date +%Y%m%d-%H%M%S).log
+```
+
+### Step 3: Send with Correct Path Format
+
+**Linux/macOS:**
+```
+MEDIA:~/.hermes/cache/documents/your-file.txt
+```
+
+**Windows (CRITICAL):**
+```
+MEDIA:C:/Users/YourUsername/.hermes/cache/documents/your-file.txt
+```
+
+**Never use:**
+- `MEDIA:/c/Users/...` (git-bash format - fails on Windows)
+- `MEDIA:~/...` (tilde expansion not reliable)
+- `MEDIA:./...` (relative paths - always rejected)
+
+### Common Chat Scenarios
+
+#### Scenario 1: Sending Terminal Output
+```bash
+# Run command and capture output
+your-command > /tmp/output.log
+
+# Move to cache
+cp /tmp/output.log ~/.hermes/cache/documents/
+
+# Send to user
+MEDIA:C:/Users/YourUsername/.hermes/cache/documents/output.log
+```
+
+#### Scenario 2: Sending a Screenshot
+```bash
+# Capture screenshot (macOS example)
+screencapture -i ~/.hermes/cache/images/screenshot-$(date +%s).png
+
+# Send to user
+MEDIA:~/.hermes/cache/images/screenshot-1234567890.png
+```
+
+#### Scenario 3: Sending Generated Code
+```bash
+# Write code to file
+cat > ~/.hermes/cache/documents/solution.py << 'EOF'
+# Your generated code here
+EOF
+
+# Send to user
+MEDIA:~/.hermes/cache/documents/solution.py
+```
+
+#### Scenario 4: Sending Data Export
+```bash
+# Export data to CSV
+python export_data.py --output /tmp/data.csv
+
+# Move to cache
+cp /tmp/data.csv ~/.hermes/cache/documents/
+
+# Send to user
+MEDIA:C:/Users/YourUsername/.hermes/cache/documents/data.csv
+```
+
+### Best Practices
+
+1. **Use descriptive filenames**: Include timestamp or context
+   - ✅ `error-log-2026-07-22-143052.txt`
+   - ❌ `temp.txt`
+
+2. **Clean up old cache files**: Periodically remove files older than 24 hours
+   ```bash
+   find ~/.hermes/cache -type f -mtime +1 -delete
+   ```
+
+3. **Verify file exists before sending**:
+   ```python
+   python -c "from pathlib import Path; print('✅' if Path('path').exists() else '❌')"
+   ```
+
+4. **For large files**: Check platform limits
+   - WeChat: ~100MB
+   - Telegram: ~2GB
+   - Discord: ~25MB (free), ~500MB (Nitro)
+
+5. **Don't send sensitive data**: Never place credentials, tokens, or private keys in cache directories
+
+---
+
+## 6. Diagnostic Checklist
 
 
 If MEDIA delivery fails:
 If MEDIA delivery fails:
-1. **Check gateway logs**: `grep "MEDIA\|media" ~/.hermes/logs/gateway.log` — look for "Skipping unsafe" or "media delivery failed"
-2. **Verify file exists**: use Python (not bash) to check: `python -c "import pathlib; print(pathlib.Path('path').resolve(strict=True))"`
+
+1. **Check gateway logs**: 
+   ```bash
+   grep "MEDIA\|media" ~/.hermes/logs/gateway.log
+   ```
+   Look for "Skipping unsafe" or "media delivery failed"
+
+2. **Verify file exists** (use Python, not bash):
+   ```python
+   python -c "import pathlib; print(pathlib.Path('path').resolve(strict=True))"
+   ```
+
 3. **Check path format** (Windows): must be `C:/...` not `/c/...`
 3. **Check path format** (Windows): must be `C:/...` not `/c/...`
+
 4. **Verify location**: file must be under `~/.hermes/cache/<type>/` or another safe root
 4. **Verify location**: file must be under `~/.hermes/cache/<type>/` or another safe root
+
 5. **Check file permissions**: must be a regular file (not a symlink to a denied location)
 5. **Check file permissions**: must be a regular file (not a symlink to a denied location)
-6. **Try restarting gateway**: `hermes gateway restart` — helps if cache dirs were created mid-session
+
+6. **Try restarting gateway**: 
+   ```bash
+   hermes gateway restart
+   ```
+   Helps if cache dirs were created mid-session
+
+---
+
+## Related Skills
+
+- [`hermes-agent`](hermes-agent): Configure Hermes itself
+- [`markdown-viewer`](markdown-viewer): Create visual diagrams and charts
+- [`computer-use`](computer-use): Take screenshots for delivery