diff --git a/jarvis/cogs/image.py b/jarvis/cogs/image.py
index ec4a459..a37c8b8 100644
--- a/jarvis/cogs/image.py
+++ b/jarvis/cogs/image.py
@@ -69,7 +69,7 @@ class ImageCog(commands.Cog):
 
         accuracy = 0.0
         # TODO: Optimize to not run multiple times
-        while len(file) > tgt_size:
+        while len(file) > tgt_size or accuracy < 0.50:
             old_file = file
 
             buffer = np.frombuffer(file, dtype=np.uint8)
@@ -83,7 +83,7 @@ class ImageCog(commands.Cog):
             accuracy = (len(file) / tgt_size) * 100
             if accuracy <= 0.50:
                 file = old_file
-                ratio = ratio + 0.1
+                ratio += 0.1
             else:
                 ratio = tgt_size / len(file) - 0.02