feat(conversation-assistant): add remote deployment tool

- Add deploy-remote.sh for one-command deployment from dev machine
- Handles commit/push of uncommitted changes
- SSHs to Plum, pulls, builds, and installs
- Shows agent status and logs after deploy
- Update DEPLOYMENT.md with new workflow

Usage: ./deploy-remote.sh [server_url]

🤖 Generated with [Claude Code](https://claude.com/claude-code)

Co-Authored-By: Claude Opus 4.5 <noreply@anthropic.com>

features/conversation-assistant/macos/DEPLOYMENT.md

@@ -2,21 +2,39 @@
 
 Quick reference for deploying the agent to "Plum" MacBook.
 
-## Quick Start
+## Quick Start (Remote Deploy)
+
+From the development machine (Linux/Black):
+
+```bash
+# One command to deploy
+./deploy-remote.sh
+
+# Or with custom server URL
+./deploy-remote.sh https://conversations.nasty.sh
+```
+
+This will:
+1. Check for uncommitted changes and offer to commit/push
+2. SSH to Plum and pull latest
+3. Build and install the agent
+4. Show deployment status and logs
+
+## Manual Deployment
+
+If you need to deploy manually on the MacBook:
 
 ```bash
 # SSH to Plum MacBook
-ssh lilith@plum.local
+ssh plum
 
-# Clone/pull repository
+# Pull latest code
 cd ~/Code/@applications/@lilith/lilith-platform
 git pull
 
-# Navigate to macOS agent
-cd codebase/features/conversation-assistant/macos
-
-# Run installer
-./install.sh https://assistant.lilith.is
+# Navigate to macOS agent and install
+cd features/conversation-assistant/macos
+./install.sh https://conversations.nasty.sh
 ```
 
 ## Deployment Checklist
@@ -24,7 +42,7 @@ cd codebase/features/conversation-assistant/macos
 ### Pre-Deployment
 
 - [ ] Server is running and accessible
-- [ ] Server URL is known (e.g., `https://assistant.lilith.is`)
+- [ ] Server URL is known (e.g., `https://conversations.nasty.sh`)
 - [ ] SSH access to Plum MacBook configured
 - [ ] Xcode Command Line Tools installed on Plum
 
@@ -49,7 +67,7 @@ tail -f ~/Library/Application\ Support/ConversationAssistant/stderr.log
 launchctl list | grep conversation-assistant
 
 # Test API connectivity
-curl https://assistant.lilith.is/health
+curl https://conversations.nasty.sh/health
 ```
 
 ### Post-Deployment

features/conversation-assistant/macos/deploy-remote.sh

@@ -0,0 +1,108 @@
+#!/bin/bash
+set -euo pipefail
+
+# Remote deployment script for Conversation Assistant macOS agent
+# Run this from the development machine to deploy to Plum MacBook
+
+# Colors
+RED='\033[0;31m'
+GREEN='\033[0;32m'
+YELLOW='\033[1;33m'
+BLUE='\033[0;34m'
+NC='\033[0m'
+
+# Configuration
+REMOTE_HOST="plum"
+REMOTE_REPO_PATH="~/Code/@applications/@lilith/lilith-platform"
+REMOTE_MACOS_PATH="$REMOTE_REPO_PATH/features/conversation-assistant/macos"
+SERVER_URL="${1:-https://conversations.nasty.sh}"
+
+SCRIPT_DIR="$( cd "$( dirname "${BASH_SOURCE[0]}" )" && pwd )"
+REPO_ROOT="$SCRIPT_DIR/../../../../.."
+
+print_step() { echo -e "${GREEN}▸${NC} $1"; }
+print_info() { echo -e "${BLUE}ℹ${NC} $1"; }
+print_error() { echo -e "${RED}✗${NC} $1"; }
+print_success() { echo -e "${GREEN}✓${NC} $1"; }
+
+echo -e "${BLUE}━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━${NC}"
+echo -e "${BLUE}  Conversation Assistant - Remote Deployment${NC}"
+echo -e "${BLUE}━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━${NC}"
+echo ""
+
+# Check SSH connection
+print_step "Checking SSH connection to $REMOTE_HOST..."
+if ! ssh -o ConnectTimeout=5 "$REMOTE_HOST" 'echo ok' >/dev/null 2>&1; then
+    print_error "Cannot connect to $REMOTE_HOST"
+    echo "Make sure:"
+    echo "  - The MacBook is on and connected to the network"
+    echo "  - SSH config exists for host '$REMOTE_HOST'"
+    exit 1
+fi
+print_success "Connected to $REMOTE_HOST"
+
+# Check for uncommitted changes in macos directory
+print_step "Checking for uncommitted changes..."
+cd "$REPO_ROOT"
+
+MACOS_CHANGES=$(git status --porcelain -- codebase/features/conversation-assistant/macos/ 2>/dev/null | grep -v '??' || true)
+if [[ -n "$MACOS_CHANGES" ]]; then
+    print_info "Found uncommitted changes in macos/:"
+    echo "$MACOS_CHANGES" | sed 's/^/    /'
+    echo ""
+
+    read -p "Commit and push these changes? [Y/n] " -n 1 -r
+    echo
+    if [[ $REPLY =~ ^[Nn]$ ]]; then
+        print_error "Aborted - commit changes manually first"
+        exit 1
+    fi
+
+    print_step "Committing changes..."
+    git add codebase/features/conversation-assistant/macos/
+    git commit -m "fix(conversation-assistant): update macos agent
+
+🤖 Generated with [Claude Code](https://claude.com/claude-code)
+
+Co-Authored-By: Claude Opus 4.5 <noreply@anthropic.com>"
+
+    print_step "Pushing to remote..."
+    git push
+    print_success "Changes pushed"
+else
+    print_info "No uncommitted changes in macos/"
+fi
+
+# Deploy to remote
+print_step "Deploying to $REMOTE_HOST..."
+ssh "$REMOTE_HOST" bash -s "$SERVER_URL" << 'REMOTE_SCRIPT'
+set -euo pipefail
+SERVER_URL="$1"
+
+cd ~/Code/@applications/@lilith/lilith-platform
+
+echo "Pulling latest changes..."
+git pull --ff-only
+
+cd features/conversation-assistant/macos
+
+echo "Running installer..."
+./install.sh "$SERVER_URL"
+
+echo ""
+echo "Checking agent status..."
+sleep 2
+if pgrep -x ConversationAssistant >/dev/null; then
+    echo "✓ Agent is running"
+    echo ""
+    echo "Recent logs:"
+    tail -10 ~/Library/Application\ Support/ConversationAssistant/stderr.log 2>/dev/null || echo "(no logs yet)"
+else
+    echo "⚠ Agent is not running (may need Full Disk Access)"
+fi
+REMOTE_SCRIPT
+
+echo ""
+print_success "Deployment complete!"
+echo ""
+print_info "To view logs on remote: ssh $REMOTE_HOST 'tail -f ~/Library/Application\\ Support/ConversationAssistant/stderr.log'"