diff --git a/includes/wccom-site/class-wc-wccom-site-installer-requirements-check.php b/includes/wccom-site/class-wc-wccom-site-installer-requirements-check.php
new file mode 100644
index 00000000000..7fd04bcdda7
--- /dev/null
+++ b/includes/wccom-site/class-wc-wccom-site-installer-requirements-check.php
@@ -0,0 +1,60 @@
+<?php
+/**
+ * WooCommerce.com Product Installation Requirements Check.
+ *
+ * @package WooCommerce\WooCommerce_Site
+ * @since   3.8.0
+ */
+
+defined( 'ABSPATH' ) || exit;
+
+/**
+ * WC_WCCOM_Site_Installer_Requirements_Check Class
+ * Contains functionality to check the necessary requirements for the installer.
+ */
+class WC_WCCOM_Site_Installer_Requirements_Check {
+	/**
+	 * Check if the site met the requirements
+	 *
+	 * @version 3.8.0
+	 * @return bool|WP_Error Does the site met the requirements?
+	 */
+	public static function met_requirements() {
+		$errs = [];
+
+		if ( ! self::met_wp_cron_requirement() ) {
+			$errs[] = 'wp-cron';
+		}
+
+		if ( ! self::met_filesystem_requirement() ) {
+			$errs[] = 'filesystem';
+		}
+
+		if ( ! empty( $errs ) ) {
+			// translators: %s: Requirements unmet.
+			return new WP_Error( 'requirements_not_met', sprintf( __( 'Server requirements not met, missing requirement(s): %s.', 'woocommerce' ), implode( ', ', $errs ) ), array( 'status' => 400 ) );
+		}
+
+		return true;
+	}
+
+	/**
+	 * Validates if WP CRON is enabled.
+	 *
+	 * @since 3.8.0
+	 * @return bool
+	 */
+	private static function met_wp_cron_requirement() {
+		return ! ( defined( 'DISABLE_WP_CRON' ) && DISABLE_WP_CRON );
+	}
+
+	/**
+	 * Validates if `WP_CONTENT_DIR` is writable.
+	 *
+	 * @since 3.8.0
+	 * @return bool
+	 */
+	private static function met_filesystem_requirement() {
+		return is_writable( WP_CONTENT_DIR );
+	}
+}
diff --git a/includes/wccom-site/class-wc-wccom-site.php b/includes/wccom-site/class-wc-wccom-site.php
index aef1d20700e..de45a52fbc1 100644
--- a/includes/wccom-site/class-wc-wccom-site.php
+++ b/includes/wccom-site/class-wc-wccom-site.php
@@ -36,6 +36,7 @@ class WC_WCCOM_Site {
 	protected static function includes() {
 		require_once WC_ABSPATH . 'includes/admin/helper/class-wc-helper.php';
 		require_once WC_ABSPATH . 'includes/wccom-site/class-wc-wccom-site-installer.php';
+		require_once WC_ABSPATH . 'includes/wccom-site/class-wc-wccom-site-installer-requirements-check.php';
 	}
 
 	/**
diff --git a/includes/wccom-site/rest-api/endpoints/class-wc-rest-wccom-site-installer-controller.php b/includes/wccom-site/rest-api/endpoints/class-wc-rest-wccom-site-installer-controller.php
index daab2ee9ba7..19481219d75 100644
--- a/includes/wccom-site/rest-api/endpoints/class-wc-rest-wccom-site-installer-controller.php
+++ b/includes/wccom-site/rest-api/endpoints/class-wc-rest-wccom-site-installer-controller.php
@@ -84,6 +84,11 @@ class WC_REST_WCCOM_Site_Installer_Controller extends WC_REST_Controller {
 	 * @return bool|WP_Error
 	 */
 	public function get_install_state( $request ) {
+		$requirements_met = WC_WCCOM_Site_Installer_Requirements_Check::met_requirements();
+		if ( is_wp_error( $requirements_met ) ) {
+			return $requirements_met;
+		}
+
 		return rest_ensure_response( WC_WCCOM_Site_Installer::get_state() );
 	}
 
@@ -95,6 +100,11 @@ class WC_REST_WCCOM_Site_Installer_Controller extends WC_REST_Controller {
 	 * @return bool|WP_Error
 	 */
 	public function install( $request ) {
+		$requirements_met = WC_WCCOM_Site_Installer_Requirements_Check::met_requirements();
+		if ( is_wp_error( $requirements_met ) ) {
+			return $requirements_met;
+		}
+
 		if ( empty( $request['products'] ) ) {
 			return new WP_Error( 'missing_products', __( 'Missing products in request body.', 'woocommerce' ), array( 'status' => 400 ) );
 		}