diff --git a/_inc/jetpack-jitm.js b/_inc/jetpack-jitm.js
index 17017245ef3c4..832b2f5b5feb1 100644
--- a/_inc/jetpack-jitm.js
+++ b/_inc/jetpack-jitm.js
@@ -62,12 +62,14 @@ jQuery( document ).ready( function( $ ) {
 					ctaClasses += ' is-primary';
 				}
 
+				var ajaxAction = envelope.CTA.ajax_action;
+
 				html += '<div class="jitm-banner__action">';
 				html +=
 					'<a href="' +
 					envelope.url +
 					'" target="' +
-					( envelope.CTA.newWindow === false ? '_self' : '_blank' ) +
+					( envelope.CTA.newWindow === false || ajaxAction ? '_self' : '_blank' ) +
 					'" rel="noopener noreferrer" title="' +
 					envelope.CTA.message +
 					'" data-module="' +
@@ -76,7 +78,9 @@ jQuery( document ).ready( function( $ ) {
 					ctaClasses +
 					'" data-jptracks-name="nudge_click" data-jptracks-prop="jitm-' +
 					envelope.id +
-					'">' +
+					'" ' +
+					( ajaxAction ? 'data-ajax-action="' + ajaxAction + '"' : '' ) +
+					'>' +
 					envelope.CTA.message +
 					'</a>';
 				html += '</div>';
@@ -176,6 +180,24 @@ jQuery( document ).ready( function( $ ) {
 				}, 2000 );
 			} );
 		} );
+
+		// Handle CTA ajax actions.
+		$template.find( '.jitm-button[data-ajax-action]' ).click( function( e ) {
+			e.preventDefault();
+			var button = $( this );
+			button.attr( 'disabled', true );
+			$.post( window.ajaxurl, {
+				action: button.data( 'ajax-action' ),
+				_nonce: $el.data( 'ajax-nonce' ),
+			} )
+				.done( function() {
+					$template.fadeOut( 'slow' );
+				} )
+				.fail( function() {
+					button.attr( 'disabled', false );
+				} );
+			return false;
+		} );
 	};
 
 	var reFetch = function() {
diff --git a/bin/phpcs-whitelist.js b/bin/phpcs-whitelist.js
index d6e7a27f6120c..ebcff2e67e599 100644
--- a/bin/phpcs-whitelist.js
+++ b/bin/phpcs-whitelist.js
@@ -40,6 +40,7 @@ module.exports = [
 	'modules/widgets/contact-info.php',
 	'modules/widgets/social-icons.php',
 	'modules/wpcom-block-editor/class-jetpack-wpcom-block-editor.php',
+	'modules/wpcom-tos/wpcom-tos.php',
 	'packages',
 	'tests/e2e/plugins/e2e-plan-data-interceptor.php',
 ];
diff --git a/modules/module-extras.php b/modules/module-extras.php
index 562c9c7b9690d..2828213a61d3a 100644
--- a/modules/module-extras.php
+++ b/modules/module-extras.php
@@ -46,6 +46,7 @@
 	'simple-payments/simple-payments.php',
 	'woocommerce-analytics/wp-woocommerce-analytics.php',
 	'wpcom-block-editor/class-jetpack-wpcom-block-editor.php',
+	'wpcom-tos/wpcom-tos.php',
 );
 
 // Add connected features to our existing list if the site is currently connected.
diff --git a/modules/wpcom-tos/wpcom-tos.php b/modules/wpcom-tos/wpcom-tos.php
new file mode 100644
index 0000000000000..6de6ae32d0229
--- /dev/null
+++ b/modules/wpcom-tos/wpcom-tos.php
@@ -0,0 +1,41 @@
+<?php
+/**
+ * Handles acceptance of WordPress.com Terms of Service for sites connected to WP.com.
+ *
+ * This is auto-loaded as of Jetpack v8.3 for WP.com connected-sites only.
+ *
+ * @package Jetpack
+ */
+
+namespace Automattic\Jetpack\TOS;
+
+use Automattic\Jetpack\Connection\Client;
+
+/**
+ * Makes a request to the WP.com legal endpoint to mark the Terms of Service as accepted.
+ */
+function accept_tos() {
+	check_ajax_referer( 'wp_ajax_action', '_nonce' );
+
+	$response = Client::wpcom_json_api_request_as_user(
+		'/legal',
+		'2',
+		array(
+			'method' => 'POST',
+		),
+		array(
+			'action' => 'accept_tos',
+		)
+	);
+
+	if ( is_wp_error( $response ) ) {
+		wp_send_json_error( array( 'message' => __( 'Could not accept the Terms of Service. Please try again later.', 'jetpack' ) ) );
+		wp_die();
+	}
+
+	wp_send_json_success( $response );
+
+	wp_die();
+}
+
+add_action( 'wp_ajax_jetpack_accept_tos', __NAMESPACE__ . '\accept_tos' );
diff --git a/packages/jitm/src/class-jitm.php b/packages/jitm/src/class-jitm.php
index 8a66b5e087422..c437528b3f899 100644
--- a/packages/jitm/src/class-jitm.php
+++ b/packages/jitm/src/class-jitm.php
@@ -344,6 +344,7 @@ public function ajax_message() {
 		?>
 		<div class="jetpack-jitm-message"
 			data-nonce="<?php echo esc_attr( wp_create_nonce( 'wp_rest' ) ); ?>"
+			data-ajax-nonce="<?php echo esc_attr( wp_create_nonce( 'wp_ajax_action' ) ); ?>"
 			data-message-path="<?php echo esc_attr( $message_path ); ?>"
 			data-query="<?php echo urlencode_deep( $query_string ); ?>"
 			data-redirect="<?php echo urlencode_deep( $current_screen ); ?>"