diff --git a/.github/workflows/deploy-prod.yaml b/.github/workflows/deploy-prod.yaml
index 3d4621a..a7d8ecc 100644
--- a/.github/workflows/deploy-prod.yaml
+++ b/.github/workflows/deploy-prod.yaml
@@ -174,7 +174,7 @@ jobs:
       - name: Pull latest Docker images
         run: |
           cd "${{ secrets.DOCKER_DIR }}"
-          sudo docker compose pull
+          sudo docker compose pull --quiet
 
       - name: Apply Docker Compose changes
         run: |
diff --git a/docker/caddy/Caddyfile b/docker/caddy/Caddyfile
index 132b1ff..409a5a8 100644
--- a/docker/caddy/Caddyfile
+++ b/docker/caddy/Caddyfile
@@ -2,101 +2,117 @@
 # https://caddyserver.com/docs/caddyfile
 
 {
-	# Global options
+    # Global options
 
-	# Monitoring
-	admin :2019
-	metrics {
-		per_host
-	}
+    # Monitoring
+    admin :2019
+    metrics {
+        per_host
+    }
+}
+
+(logging) {
+    log {
+        output file /data/logs/{args[0]}.log {
+            roll_size 10mb
+            roll_keep 5
+            roll_local_time
+        }
+        format console
+        level INFO
+    }
 }
 
 # Global Imports
 (all) {
-	handle_errors {
-        respond "{err.status_code} {err.status_text}"
+    # Error handling for Caddy-generated errors
+    handle_errors {
+        root * /opt/caddy-error-pages
+        rewrite * /error.html
+        templates
+        file_server
     }
-	# handle_errors {
-    #     rewrite * /404.html
-    #     file_server {
-    #         status 404
-    #     }
-    # }
 }
 
 # Default options for internal facing sites
 (home) {
-	import all
-	tls internal
+    import all
+    tls internal
 }
 
 grafana.home {
-	import home
-	reverse_proxy http://{$IP_GRAFANA}:3000
+    import home
+    import logging grafana.home
+    reverse_proxy http://{$IP_GRAFANA}:3000
 }
 
 uptime.home {
-	import home
-	reverse_proxy http://{$IP_UPTIME_KUMA}:3001
+    import home
+    import logging uptime.home
+    reverse_proxy http://{$IP_UPTIME_KUMA}:3001
 }
 
 # Default options for external facing sites
 (external) {
-	import all
+    import all
 
-	tls {
+    tls {
         dns cloudflare {env.CLOUDFLARE_API_TOKEN}
     }
 
-	header {
-		Strict-Transport-Security "max-age=31536000; includeSubDomains; preload"
-		X-Xss-Protection "1; mode=block"
-		X-Content-Type-Options "nosniff"
-		X-Frame-Options "DENY"
-		Content-Security-Policy "upgrade-insecure-requests"
-		Referrer-Policy "strict-origin-when-cross-origin"
-		Cache-Control "public, max-age=15, must-revalidate"
-		Permissions-Policy "accelerometer=(), ambient-light-sensor=(), autoplay=(self), camera=(), encrypted-media=(), fullscreen=(self), geolocation=(), gyroscope=(), magnetometer=(), microphone=(), midi=(), payment=(), picture-in-picture=(*), speaker-selection=(), usb=(), xr-spatial-tracking=()"
-		[defer]
-	}
-	file_server
+    header {
+        Strict-Transport-Security "max-age=31536000; includeSubDomains; preload"
+        X-Xss-Protection "1; mode=block"
+        X-Content-Type-Options "nosniff"
+        X-Frame-Options "DENY"
+        Content-Security-Policy "upgrade-insecure-requests"
+        Referrer-Policy "strict-origin-when-cross-origin"
+        Cache-Control "public, max-age=15, must-revalidate"
+        Permissions-Policy "accelerometer=(), ambient-light-sensor=(), autoplay=(self), camera=(), encrypted-media=(), fullscreen=(self), geolocation=(), gyroscope=(), magnetometer=(), microphone=(), midi=(), payment=(), picture-in-picture=(*), speaker-selection=(), usb=(), xr-spatial-tracking=()"
+        [defer]
+    }
+    file_server
 }
 
 (geeksbsmrt) {
-	import external
+    import external
 }
 
 geeksbsmrt.com {
-	import geeksbsmrt
-
+    import geeksbsmrt
+    import logging geeksbsmrt.com
     root * /srv/geeksbsmrt.com
 }
 
 analytics.geeksbsmrt.com {
     import geeksbsmrt
-
+    import logging analytics.geeksbsmrt.com
     reverse_proxy http://{$IP_UMAMI_APP}:3000
 }
 
 *.geeksbsmrt.com {
-	import geeksbsmrt
+    import geeksbsmrt
+    import logging wildcard.geeksbsmrt.com
 }
 
 (smrtgeekdevs) {
-	import external
+    import external
 }
 
 smrtgeekdevs.com {
-	#root * /var/www/smrtgeekdevs
+    import smrtgeekdevs # Inherit `external` config here
+    import logging smrtgeekdevs.com
+    #root * /var/www/smrtgeekdevs
 }
 
 pihole.smrtgeekdevs.com {
-	import smrtgeekdevs
-
-	redir / /admin{uri}
-    reverse_proxy pihole
+    import smrtgeekdevs
+    import logging pihole.smrtgeekdevs.com
+    redir / /admin{uri} 308
+    reverse_proxy http://pihole
 }
 
 *.smrtgeekdevs.com {
-	import smrtgeekdevs
+    import smrtgeekdevs
+    import logging wildcard.smrtgeekdevs.com
 }
diff --git a/docker/caddy/error-pages/error.html b/docker/caddy/error-pages/error.html
new file mode 100644
index 0000000..a6193b9
--- /dev/null
+++ b/docker/caddy/error-pages/error.html
@@ -0,0 +1,62 @@
+<!DOCTYPE html>
+<html lang="en">
+
+<head>
+    <meta charset="utf-8">
+    <title>Error {{placeholder "http.error.status_code"}} - {{placeholder "http.error.status_text"}}</title>
+    <style>
+        body {
+            font-family: sans-serif;
+            text-align: center;
+            padding: 40px;
+            background-color: #f8f9fa;
+            color: #343a40;
+        }
+
+        .container {
+            max-width: 600px;
+            margin: auto;
+            background: white;
+            padding: 20px;
+            border-radius: 8px;
+            box-shadow: 0 2px 4px rgba(0, 0, 0, 0.1);
+        }
+
+        h1 {
+            color: #dc3545;
+        }
+
+        p.error-detail {
+            font-size: 1.1em;
+            color: #6c757d;
+        }
+
+        code {
+            background-color: #e9ecef;
+            padding: 2px 6px;
+            border-radius: 4px;
+            font-family: monospace;
+        }
+    </style>
+</head>
+
+<body>
+    <div class="container">
+        <h1>Error {{placeholder "http.error.status_code"}} - {{placeholder "http.error.status_text"}}</h1>
+        <p class="error-detail">
+            {{if ge (atoi (placeholder "http.error.status_code")) 500}}
+            We’re experiencing some internal trouble. Please try again later.
+            {{else if ge (atoi (placeholder "http.error.status_code")) 400}}
+            The page you're looking for doesn't exist or your request was invalid.
+            {{else}}
+            An unexpected issue occurred.
+            {{end}}
+        </p>
+        {{ with placeholder "http.error.message" }}
+        <p><strong>Details:</strong> <code>{{.}}</code></p>
+        {{ end }}
+        <p><a href="/">Return to Homepage</a></p>
+    </div>
+</body>
+
+</html>
diff --git a/docker/docker-compose.yml b/docker/docker-compose.yml
index 0009b19..a61b22f 100644
--- a/docker/docker-compose.yml
+++ b/docker/docker-compose.yml
@@ -64,11 +64,17 @@ services:
     hostname: caddy
     image: ghcr.io/caddybuilds/caddy-cloudflare:latest
     restart: unless-stopped
+    logging:
+      driver: "json-file"
+      options:
+        max-size: "10m"
+        max-file: "5"
     networks:
       macvlan:
         ipv4_address: ${IP_CADDY}
     volumes:
       - ./caddy/Caddyfile:/etc/caddy/Caddyfile
+      - ./caddy/error-pages:/opt/caddy-error-pages:ro
       - /srv:/srv
       - caddy_data:/data
       - caddy_config:/config