diff --git a/.claude/hooks/debug_hook.sh b/.claude/hooks/debug_hook.sh
new file mode 100755
index 0000000..24a3fb2
--- /dev/null
+++ b/.claude/hooks/debug_hook.sh
@@ -0,0 +1,31 @@
+#!/bin/bash
+# Debug hook to verify hooks are being called
+
+LOG_FILE="/tmp/claude_monitor_debug.log"
+
+# Log timestamp and hook name
+echo "=== $(date) ===" >> "$LOG_FILE"
+echo "Hook called from: ${BASH_SOURCE[0]}" >> "$LOG_FILE"
+
+# Read input
+INPUT=$(cat)
+echo "Input received: $INPUT" >> "$LOG_FILE"
+
+# Check config file
+if [ -f ~/.claude/monitor_url ]; then
+  MONITOR_URL=$(cat ~/.claude/monitor_url)
+  echo "Config file found: $MONITOR_URL" >> "$LOG_FILE"
+else
+  MONITOR_URL="${CLAUDE_MONITOR_URL:-http://localhost:8000}"
+  echo "Using env/default: $MONITOR_URL" >> "$LOG_FILE"
+fi
+
+# Test backend connectivity
+echo "Testing connectivity to: $MONITOR_URL/health" >> "$LOG_FILE"
+RESPONSE=$(curl -s -w "\nHTTP_CODE:%{http_code}" --connect-timeout 2 "$MONITOR_URL/health" 2>&1)
+echo "Response: $RESPONSE" >> "$LOG_FILE"
+
+echo "" >> "$LOG_FILE"
+
+# Pass through to actual hook if this is being tested
+exit 0
diff --git a/.claude/hooks/diagnose.sh b/.claude/hooks/diagnose.sh
new file mode 100755
index 0000000..56b5664
--- /dev/null
+++ b/.claude/hooks/diagnose.sh
@@ -0,0 +1,112 @@
+#!/bin/bash
+# Diagnostic script for Claude Code Monitor hooks
+
+echo "=== Claude Code Monitor - Diagnostics ==="
+echo ""
+
+# 1. Check config file
+echo "1. Checking config file..."
+if [ -f ~/.claude/monitor_url ]; then
+  MONITOR_URL=$(cat ~/.claude/monitor_url)
+  echo "   ✓ Config file exists: ~/.claude/monitor_url"
+  echo "   URL: $MONITOR_URL"
+else
+  echo "   ✗ Config file not found: ~/.claude/monitor_url"
+  MONITOR_URL="${CLAUDE_MONITOR_URL:-http://localhost:8000}"
+  echo "   Using: $MONITOR_URL (env/default)"
+fi
+echo ""
+
+# 2. Check backend connectivity
+echo "2. Testing backend connectivity..."
+if curl -s --connect-timeout 3 "$MONITOR_URL/health" > /dev/null 2>&1; then
+  echo "   ✓ Backend is reachable at $MONITOR_URL"
+  HEALTH=$(curl -s "$MONITOR_URL/health")
+  echo "   Response: $HEALTH"
+else
+  echo "   ✗ Backend is NOT reachable at $MONITOR_URL"
+  echo "   Make sure Docker is running and backend is accessible"
+fi
+echo ""
+
+# 3. Check hooks installation
+echo "3. Checking hooks installation..."
+HOOKS_DIR="$HOME/.claude/hooks"
+if [ -d "$HOOKS_DIR" ]; then
+  echo "   ✓ Hooks directory exists: $HOOKS_DIR"
+  echo "   Installed hooks:"
+  ls -lh "$HOOKS_DIR"/*.sh 2>/dev/null | awk '{print "     " $9 " (" $1 ")"}'
+else
+  echo "   ✗ Hooks directory not found: $HOOKS_DIR"
+fi
+echo ""
+
+# 4. Check hooks are executable
+echo "4. Checking hook permissions..."
+for hook in "$HOOKS_DIR"/*.sh; do
+  if [ -f "$hook" ]; then
+    if [ -x "$hook" ]; then
+      echo "   ✓ $(basename $hook) is executable"
+    else
+      echo "   ✗ $(basename $hook) is NOT executable"
+      echo "     Run: chmod +x $hook"
+    fi
+  fi
+done
+echo ""
+
+# 5. Test a hook manually
+echo "5. Testing session_start hook manually..."
+if [ -f "$HOOKS_DIR/session_start.sh" ]; then
+  TEST_INPUT='{"session_id":"diagnostic-test","timestamp":1234567890}'
+  echo "   Sending test event: $TEST_INPUT"
+  echo "$TEST_INPUT" | "$HOOKS_DIR/session_start.sh"
+  sleep 2
+
+  # Check if event was received
+  echo "   Checking if event was received by backend..."
+  EVENTS=$(curl -s "$MONITOR_URL/api/events?page=1&page_size=5" 2>/dev/null)
+  if echo "$EVENTS" | grep -q "diagnostic-test"; then
+    echo "   ✓ Test event received by backend!"
+  else
+    echo "   ✗ Test event NOT found in backend"
+    echo "   Recent events:"
+    echo "$EVENTS" | jq '.events[0:2]' 2>/dev/null || echo "$EVENTS"
+  fi
+else
+  echo "   ✗ session_start.sh not found"
+fi
+echo ""
+
+# 6. Check settings.json
+echo "6. Checking Claude Code settings.json..."
+if [ -f ~/.claude/settings.json ]; then
+  echo "   ✓ settings.json exists"
+  echo "   Configured hooks:"
+  cat ~/.claude/settings.json | jq -r '.hooks | keys[]' 2>/dev/null | sed 's/^/     /'
+else
+  echo "   ✗ settings.json not found"
+  echo "   You need to configure hooks in ~/.claude/settings.json"
+fi
+echo ""
+
+# 7. Check debug log
+echo "7. Checking debug log..."
+if [ -f /tmp/claude_monitor_debug.log ]; then
+  echo "   ✓ Debug log exists: /tmp/claude_monitor_debug.log"
+  echo "   Last 10 lines:"
+  tail -10 /tmp/claude_monitor_debug.log | sed 's/^/     /'
+else
+  echo "   ✗ No debug log found (this is normal if debug hook wasn't used)"
+fi
+echo ""
+
+echo "=== Diagnostics Complete ==="
+echo ""
+echo "Next steps:"
+echo "1. If backend is not reachable, check Docker: docker-compose ps"
+echo "2. If hooks are not executable, run: chmod +x ~/.claude/hooks/*.sh"
+echo "3. If manual test works but Claude Code doesn't send events:"
+echo "   - Make sure Claude Code is using the correct settings.json"
+echo "   - Try restarting Claude Code"
+echo "   - Check if hooks are being called by adding debug output"