diff --git a/Linux/init-caddy.sh b/Linux/init-caddy.sh
new file mode 100644
index 0000000..55504d4
--- /dev/null
+++ b/Linux/init-caddy.sh
@@ -0,0 +1,184 @@
+#!/usr/bin/env bash
+#
+# Caddy & Bot Deployment Environment Initialisation Script for Debian
+# Supports automatic binary download from S3-compatible storage.
+#
+
+set -euo pipefail
+
+# S3 and Binary Environment Variables (with fallback defaults)
+S3_ENDPOINT="${S3_ENDPOINT:-}"
+S3_BUCKET="${S3_BUCKET:-}"
+S3_REGION="${S3_REGION:-us-east-1}"
+S3_ACCESS_KEY="${S3_ACCESS_KEY:-}"
+S3_SECRET_KEY="${S3_SECRET_KEY:-}"
+BIN_URI="${BIN_URI:-caddy-custom-linux-amd64}"
+
+BIN_SOURCE="./${BIN_URI}"
+BIN_DEST="/usr/local/bin/caddy"
+WWW_ROOT="/var/www"
+CADDY_CONF_DIR="/etc/caddy"
+CADDY_DATA_DIR="/var/lib/caddy"
+
+# Ensure script is executed with root privileges
+if [ "$(id -u)" -ne 0 ]; then
+    echo "Error: This script must be run as root." >&2
+    exit 1
+fi
+
+echo "==> [1/8] Installing base dependencies..."
+apt-get update -qq
+apt-get install -y acl libcap2-bin rsync curl unzip
+
+echo "==> [2/8] Ensuring aws-cli is installed..."
+if ! command -v aws >/dev/null 2>&1; then
+    echo "aws-cli not found, installing via official bundle..."
+    TMP_DIR=$(mktemp -d)
+    curl -fsSL "https://awscli.amazonaws.com/awscli-exe-linux-x86_64.zip" -o "${TMP_DIR}/awscliv2.zip"
+    unzip -q "${TMP_DIR}/awscliv2.zip" -d "${TMP_DIR}"
+    "${TMP_DIR}/aws/install"
+    rm -rf "${TMP_DIR}"
+fi
+
+echo "==> [3/8] Resolving Caddy binary..."
+if [ ! -f "${BIN_SOURCE}" ]; then
+    if [ -n "${S3_BUCKET}" ]; then
+        echo "Local binary '${BIN_SOURCE}' not found. Downloading from S3 bucket '${S3_BUCKET}'..."
+
+        # Export AWS credentials for the current execution
+        export AWS_ACCESS_KEY_ID="${S3_ACCESS_KEY}"
+        export AWS_SECRET_ACCESS_KEY="${S3_SECRET_KEY}"
+        export AWS_DEFAULT_REGION="${S3_REGION}"
+
+        AWS_CMD_ARGS=()
+        if [ -n "${S3_ENDPOINT}" ]; then
+            AWS_CMD_ARGS+=(--endpoint-url "${S3_ENDPOINT}")
+        fi
+
+        aws s3 cp "s3://${S3_BUCKET}/${BIN_URI}" "${BIN_SOURCE}" "${AWS_CMD_ARGS[@]}"
+        echo "Successfully downloaded '${BIN_URI}' from S3."
+    else
+        echo "Error: Local binary '${BIN_SOURCE}' not found, and S3_BUCKET is empty. Cannot continue." >&2
+        exit 1
+    fi
+else
+    echo "Found local binary at '${BIN_SOURCE}', skipping S3 download."
+fi
+
+echo "==> [4/8] Creating system users and groups..."
+# Create caddy system user and group (no login shell, dedicated home)
+if ! getent group caddy >/dev/null 2>&1; then
+    groupadd --system caddy
+fi
+
+if ! id -u caddy >/dev/null 2>&1; then
+    useradd --system \
+        --gid caddy \
+        --create-home \
+        --home-dir "${CADDY_DATA_DIR}" \
+        --shell /usr/sbin/nologin \
+        --comment "Caddy web server" \
+        caddy
+fi
+
+# Create deployment user 'bot'
+if ! id -u bot >/dev/null 2>&1; then
+    useradd -m -s /bin/bash bot
+fi
+
+# Configure SSH directory for bot
+install -d -m 700 -o bot -g bot /home/bot/.ssh
+touch /home/bot/.ssh/authorized_keys
+chown bot:bot /home/bot/.ssh/authorized_keys
+chmod 600 /home/bot/.ssh/authorized_keys
+
+echo "==> [5/8] Installing Caddy binary and granting capabilities..."
+install -m 750 -o root -g caddy "${BIN_SOURCE}" "${BIN_DEST}"
+
+# Grant capability to bind to privileged ports (<1024) without running as root
+setcap 'cap_net_bind_service=+ep' "${BIN_DEST}"
+
+echo "==> [6/8] Setting up web root directory permissions (${WWW_ROOT})..."
+mkdir -p "${WWW_ROOT}"
+
+# Set base ownership: bot (deployment) and caddy (web server group)
+chown -R bot:caddy "${WWW_ROOT}"
+
+# Directory base permissions (SGID ensures newly created items inherit group 'caddy')
+find "${WWW_ROOT}" -type d -exec chmod 2755 {} +
+find "${WWW_ROOT}" -type f -exec chmod 644 {} +
+
+# Apply POSIX ACLs: bot has rwx, caddy has read/execute, with default inheritance
+setfacl -R -m u:bot:rwx,u:caddy:rX "${WWW_ROOT}"
+setfacl -R -d -m u:bot:rwx,u:caddy:rX "${WWW_ROOT}"
+
+echo "==> [7/8] Creating Caddy configuration and sample site..."
+mkdir -p "${CADDY_CONF_DIR}"
+chown root:caddy "${CADDY_CONF_DIR}"
+chmod 755 "${CADDY_CONF_DIR}"
+
+if [ ! -f "${CADDY_CONF_DIR}/Caddyfile" ]; then
+    cat <<'EOF' > "${CADDY_CONF_DIR}/Caddyfile"
+:80 {
+    root * /var/www
+    file_server
+}
+EOF
+    chown root:caddy "${CADDY_CONF_DIR}/Caddyfile"
+    chmod 644 "${CADDY_CONF_DIR}/Caddyfile"
+fi
+
+if [ ! -f "${WWW_ROOT}/index.html" ]; then
+    cat <<'EOF' > "${WWW_ROOT}/index.html"
+<!DOCTYPE html>
+<html>
+<head>
+    <meta charset="utf-8">
+    <title>Caddy Ready</title>
+</head>
+<body>
+    <h1>Caddy server is running</h1>
+    <p>Static files root: <code>/var/www</code></p>
+</body>
+</html>
+EOF
+    chown bot:caddy "${WWW_ROOT}/index.html"
+    chmod 644 "${WWW_ROOT}/index.html"
+fi
+
+echo "==> [8/8] Configuring systemd service and starting Caddy..."
+cat <<'EOF' > /etc/systemd/system/caddy.service
+[Unit]
+Description=Caddy
+Documentation=https://caddyserver.com/docs/
+After=network.target network-online.target
+Requires=network-online.target
+
+[Service]
+Type=notify
+User=caddy
+Group=caddy
+ExecStart=/usr/local/bin/caddy run --environ --config /etc/caddy/Caddyfile
+ExecReload=/usr/local/bin/caddy reload --config /etc/caddy/Caddyfile --force
+TimeoutStopSec=5s
+LimitNOFILE=1048576
+LimitNPROC=512
+PrivateTmp=true
+ProtectSystem=full
+AmbientCapabilities=CAP_NET_BIND_SERVICE
+CapabilityBoundingSet=CAP_NET_BIND_SERVICE
+
+[Install]
+WantedBy=multi-user.target
+EOF
+
+systemctl daemon-reload
+systemctl enable --now caddy
+
+echo "========================================================="
+echo " Initialisation finished successfully!"
+echo " - Binary: ${BIN_DEST} (Capabilities: cap_net_bind_service)"
+echo " - Web Root: ${WWW_ROOT} (Managed by: bot, Read by: caddy)"
+echo " - Config: ${CADDY_CONF_DIR}/Caddyfile"
+echo " - Status: $(systemctl is-active caddy)"
+echo "========================================================="
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