diff --git a/migrations/db/20250927101545_site-command_fix_ssl_flag_for_existing_le_certs.php b/migrations/db/20250927101545_site-command_fix_ssl_flag_for_existing_le_certs.php
new file mode 100644
index 00000000..99c1bcfd
--- /dev/null
+++ b/migrations/db/20250927101545_site-command_fix_ssl_flag_for_existing_le_certs.php
@@ -0,0 +1,117 @@
+<?php
+
+namespace EE\Migration;
+
+use EE;
+use EE\Model\Site;
+use EE\Migration\Base;
+
+class FixSslFlagForExistingLeCerts extends Base {
+	public function __construct() {
+		parent::__construct();
+		$this->sites = Site::all();
+		if ( $this->is_first_execution || ! $this->sites ) {
+			$this->skip_this_migration = true;
+		}
+	}
+
+	public function up() {
+		if ( $this->skip_this_migration ) {
+			EE::debug( 'Skipping fix_ssl_flag_for_existing_le_certs migration as it is not needed.' );
+
+			return;
+		}
+		$certs_dir  = EE_ROOT_DIR . '/services/nginx-proxy/certs/';
+		$conf_dir   = EE_ROOT_DIR . '/services/nginx-proxy/conf.d/';
+		$backup_dir = defined( 'EE_BACKUP_DIR' ) ? EE_BACKUP_DIR : EE_ROOT_DIR . '/.backup';
+		if ( ! is_dir( $backup_dir ) ) {
+			@mkdir( $backup_dir, 0755, true );
+		}
+		$log_file    = $backup_dir . '/.ssl-fix.log';
+		$log_entries = [];
+		foreach ( $this->sites as $site ) {
+			$site_url      = $site->site_url;
+			$crt           = $certs_dir . $site_url . '.crt';
+			$key           = $certs_dir . $site_url . '.key';
+			$chain         = $certs_dir . $site_url . '.chain.pem';
+			$redirect_conf = $conf_dir . $site_url . '-redirect.conf';
+
+			$crt_exists   = file_exists( $crt );
+			$key_exists   = file_exists( $key );
+			$chain_exists = file_exists( $chain );
+			$db_ssl       = $site->site_ssl;
+			$actions      = [];
+
+			// If redirect conf exists but no certs, remove conf and reload nginx proxy
+			if ( file_exists( $redirect_conf ) && ( ! $crt_exists || ! $key_exists || ! $chain_exists ) ) {
+				EE::log( "Removing orphan redirect conf for $site_url and reloading nginx proxy." );
+				@unlink( $redirect_conf );
+				$actions[] = "Removed redirect conf: $redirect_conf";
+				\EE\Site\Utils\reload_global_nginx_proxy();
+			}
+
+			if ( $crt_exists && $key_exists && $chain_exists ) {
+				if ( empty( $db_ssl ) || $db_ssl !== 'le' ) {
+					// Check if the cert is a valid Let's Encrypt cert using CertificateParser
+					try {
+						$crt_pem = file_get_contents( $crt );
+						if ( ! function_exists( 'openssl_x509_parse' ) ) {
+							EE::warning( "openssl_x509_parse() not available in PHP. Cannot check issuer for $site_url." );
+							$actions[] = "openssl_x509_parse() not available, skipping Let's Encrypt detection";
+						} else {
+							$cert_data     = openssl_x509_parse( $crt_pem );
+							$issuer_full   = isset( $cert_data['issuer'] ) ? $cert_data['issuer'] : [];
+							$issuer_json   = json_encode( $issuer_full );
+							$subject_cn    = isset( $cert_data['subject']['CN'] ) ? $cert_data['subject']['CN'] : '';
+							$crt_pem_lines = implode( ' | ', array_slice( explode( "\n", $crt_pem ), 0, 2 ) );
+							$actions[]     = "Cert issuer: $issuer_json";
+							$actions[]     = "Cert subject CN: '$subject_cn'";
+							$actions[]     = "Cert PEM first lines: $crt_pem_lines";
+
+							// Check all issuer fields for 'Let's Encrypt'
+							$le_found = false;
+							foreach ( $issuer_full as $field => $value ) {
+								if ( stripos( $value, "Let's Encrypt" ) !== false ) {
+									$le_found = true;
+									break;
+								}
+							}
+							if ( $le_found ) {
+								EE::log( "Updating SSL flag for site $site_url: found valid Let's Encrypt cert." );
+								$site->site_ssl = 'le';
+								$site->save();
+								$actions[] = "Updated DB: set site_ssl=le (valid LE cert)";
+							} else {
+								$actions[] = "Cert is not from Let's Encrypt, no DB update";
+							}
+						}
+					} catch ( \Exception $e ) {
+						EE::debug( "Failed to parse certificate for $site_url: " . $e->getMessage() );
+						$actions[] = "Failed to parse certificate: " . $e->getMessage();
+					}
+				}
+			}
+
+			if ( empty( $actions ) ) {
+				$actions[] = 'No action needed';
+			}
+			$log_entries[] = sprintf(
+				"%s [%s] DB: '%s', crt: %s, key: %s, chain: %s -- %s",
+				date( 'c' ),
+				$site_url,
+				$db_ssl === null ? '' : $db_ssl,
+				$crt_exists ? 'yes' : 'no',
+				$key_exists ? 'yes' : 'no',
+				$chain_exists ? 'yes' : 'no',
+				implode( '; ', $actions )
+			);
+		}
+		if ( $log_entries ) {
+			file_put_contents( $log_file, implode( "\n", $log_entries ) . "\n", FILE_APPEND );
+		}
+	}
+
+	public function down() {
+		// No-op: This migration is not reversible.
+	}
+}