diff --git a/tests/filesystem/UploadTest.php b/tests/filesystem/UploadTest.php
index 92841fb59..5c02e9447 100644
--- a/tests/filesystem/UploadTest.php
+++ b/tests/filesystem/UploadTest.php
@@ -176,6 +176,13 @@ class UploadTest extends SapphireTest {
 
 		$retrievedSize = $v->getAllowedMaxFileSize('txt');
 		$this->assertEquals(4096, $retrievedSize, 'Max file size check on instance values failed (instance extension set check)');
+		
+		// Check a wildcard max file size against a file with an extension
+		$v = new UploadTest_Validator();
+		$v->setAllowedMaxFileSize(2000);
+
+		$retrievedSize = $v->getAllowedMaxFileSize('.jpg');
+		$this->assertEquals(2000, $retrievedSize, 'Max file size check on instance values failed (wildcard max file size)');
 
 		Config::unnest();
 	}