diff --git a/connectors/class-connector-jetpack.php b/connectors/class-connector-jetpack.php
index a425ee16c..ee75ff504 100644
--- a/connectors/class-connector-jetpack.php
+++ b/connectors/class-connector-jetpack.php
@@ -327,7 +327,7 @@ public function register() {
 	}
 
 	/**
-	 * Track Jetpack log entries
+	 * Tracks logs add to Jetpack logging.
 	 * Includes:
 	 * - Activation/Deactivation of modules
 	 * - Registration/Disconnection of blogs
@@ -380,10 +380,9 @@ public function callback_jetpack_log_entry( array $entry ) {
 			$meta       = compact( 'user_id', 'user_email', 'user_login' );
 			$message    = sprintf(
 				/* translators: %1$s: a user display name, %2$s: a status, %3$s: the connection either "from" or "to" (e.g. "Jane Doe", "unlinked", "from") */
-				__( '%1$s\'s account %2$s %3$s Jetpack', 'stream' ),
+				__( '%1$s\'s account %2$s Jetpack', 'stream' ),
 				$user->display_name,
-				( 'unlink' === $action ) ? esc_html__( 'unlinked', 'stream' ) : esc_html__( 'linked', 'stream' ),
-				( 'unlink' === $action ) ? esc_html__( 'from', 'stream' ) : esc_html__( 'to', 'stream' )
+				( 'unlink' === $action ) ? esc_html__( 'unlinked from', 'stream' ) : esc_html__( 'linked to', 'stream' ),
 			);
 		} elseif ( in_array( $method, array( 'register', 'disconnect', 'subsiteregister', 'subsitedisconnect' ), true ) ) {
 			$context      = 'blogs';
diff --git a/tests/tests/connectors/test-class-connector-jetpack.php b/tests/tests/connectors/test-class-connector-jetpack.php
index b7ca775c8..64795aa82 100644
--- a/tests/tests/connectors/test-class-connector-jetpack.php
+++ b/tests/tests/connectors/test-class-connector-jetpack.php
@@ -38,16 +38,45 @@ public function test_jetpack_installed_and_activated() {
 	}
 
 	public function test_callback_jetpack_log_entry() {
-		// Prepare scenario
+		// Get blog details and create user for later use.
+		$user_id   = self::factory()->user->create( array( 'display_name' => 'testuser' ) );
+		$user      = new \WP_User( $user_id );
 
 		// Expected log calls.
-		$this->mock->expects( $this->once() )
+		$this->mock->expects( $this->exactly( 3 ) )
 			->method( 'log' )
-			->with(
-
+			->withConsecutive(
+				array(
+					'Comments module activated',
+					array( 'module_slug' => 'comments'),
+					null,
+					'modules',
+					'activated',
+				),
+				array(
+					'testuser\'s account linked to Jetpack',
+					array(
+						'user_id'    => $user_id,
+						'user_email' => $user->user_email,
+						'user_login' => $user->user_login,
+					),
+					null,
+					'users',
+					'authorize',
+				),
+				array(
+					'Site connected to Jetpack',
+					array(),
+					null,
+					'blogs',
+					'register'
+				)
 			);
 
-		// Do stuff.
+		// Run Jetpack log function to trigger callback.
+		\Jetpack::log( 'activate', 'comments' );
+		\Jetpack::log( 'authorize', $user_id );
+		\Jetpack::log( 'register' );
 
 		// Check callback test action.
 		$this->assertFalse( 0 === did_action( 'wp_stream_test_callback_jetpack_log_entry' ) );