Use strict=False

redditbot.py

@@ -219,7 +219,7 @@ async def main():
                     file.write(chunk)
 
     async def _get_file_mimetype(filename):
-        mimetype = mimetypes.guess_type(filename)[0]
+        mimetype = mimetypes.guess_type(filename, strict=False)[0]
         if not mimetype:
             proc = await asyncio.create_subprocess_exec('file', '--brief', '--mime-type', filename, stdout=asyncio.subprocess.PIPE)
             stdout, _ = await proc.communicate()
@@ -232,7 +232,7 @@ async def main():
         ext = stdout.decode().strip().split('/', maxsplit=1)[0]
         if not ext or ext == '???':
             mimetype = await _get_file_mimetype(filename)
-            ext = mimetypes.guess_extension(mimetype) or '.bin'
+            ext = mimetypes.guess_extension(mimetype, strict=False) or '.bin'
         if not ext.startswith('.'):
             ext = '.' + ext
         return ext