diff --git a/src/windows/views/webview.py b/src/windows/views/webview.py
index d45d85308a..1afb451090 100644
--- a/src/windows/views/webview.py
+++ b/src/windows/views/webview.py
@@ -388,15 +388,20 @@ def update_transition_data(self, transition_json, only_basic_props=True,
         # For example, the left side of a clip, or the right side, so we can determine
         # which direction the wipe should be moving in
         is_forward_direction = True
+        diff_from_edge = 9999
         for intersecting_clip in Clip.filter(intersect=position, layer=layer):
-            log.debug(f"Intersecting Clip: {intersecting_clip}")
             diff_from_start = abs(intersecting_clip.data.get("position", 0.0) - position)
             diff_from_end = abs((intersecting_clip.data.get("position", 0.0) + \
                                 (intersecting_clip.data.get("end", 0.0) - intersecting_clip.data.get("start", 0.0))) \
                                 - position)
-            if diff_from_end < diff_from_start:
-                is_forward_direction = False
-        log.debug(f"Is transition moving a forward direction? {is_forward_direction}")
+            smallest_diff = min(diff_from_start, diff_from_end)
+            if smallest_diff < diff_from_edge:
+                diff_from_edge = smallest_diff
+                if diff_from_end < diff_from_start:
+                    is_forward_direction = False
+                else:
+                    is_forward_direction = True
+        log.debug(f"Is transition moving in a forward direction? {is_forward_direction}")
 
         # Determine existing brightness and contrast ranges (if any)
         brightness_range = []