diff --git a/polynum_blackboard/management/commands/send-to-mycourse.py b/polynum_blackboard/management/commands/send-to-mycourse.py
index 76e74a5..c4aafed 100644
--- a/polynum_blackboard/management/commands/send-to-mycourse.py
+++ b/polynum_blackboard/management/commands/send-to-mycourse.py
@@ -51,10 +51,10 @@ class Command(BaseCommand):
                 try:
                     ok, result = conn.send_file(push.request.uploadfile, [push.course_name], push.visible_to_students)
                     push.sent = True
-                    if ok:
+                    if not ok:
                         logger.info('sending succeeded')
                         push.failure = result
-                        logger.error('sending failed: %s', result.encode('utf-8'))
+                        logger.error('sending failed: %r', result.encode('utf-8'))
                 except Exception, e:
                     logger.exception('sending failed')
                     push.failure = unicode(e)