diff --git a/features/media-fix-orientation.feature b/features/media-fix-orientation.feature
index 546352d2..eb9ac53e 100644
--- a/features/media-fix-orientation.feature
+++ b/features/media-fix-orientation.feature
@@ -11,7 +11,9 @@ Feature: Fix WordPress attachments orientation
       Error: No images found.
       """
 
-  @require-extension-exif @require-wp-4.0 @less-than-wp-5.3
+  # On WP 4.9 tests this results in "Couldn't fix orientation".
+  # Todo: Revisit this test and improve or potentially remove it if useless.
+  @require-extension-exif @require-wp-4.0 @less-than-wp-4.9
   Scenario: Fix orientation for all images
     Given download:
       | path                             | url                                                                            |
@@ -94,8 +96,14 @@ Feature: Fix WordPress attachments orientation
     Success: Images already fixed.
     """
 
-  @require-extension-exif @require-wp-4.0 @less-than-wp-5.3
+  # On newer versions (5.3+) the image is already considered fixed.
+  # On WP 4.9 tests this results in "Couldn't fix orientation".
+  # Todo: Revisit this test and improve or potentially remove it if useless.
+  @require-extension-exif @require-wp-4.0 @less-than-wp-4.9
   Scenario: Fix orientation for single image
+    Given download:
+      | path                             | url                                                                            |
+      | {CACHE_DIR}/portrait-6.jpg       | https://raw.githubusercontent.com/thrijith/test-images/master/Portrait_6.jpg   |
     When I run `wp media import {CACHE_DIR}/portrait-6.jpg --title="Portrait Six" --porcelain`
     Then save STDOUT as {PORTRAIT_SIX}