diff --git a/appveyor.yml b/appveyor.yml
index 942707d07..6630e3425 100644
--- a/appveyor.yml
+++ b/appveyor.yml
@@ -41,6 +41,7 @@ build_script:
   - python zip_daemon.py
   - dir dist
   - pip install PyGithub uritemplate
+  - pip install -U requests[security]
   - python release_on_tag.py
 
 test: off
diff --git a/build.sh b/build.sh
index 4c3eb8535..b8c695d2c 100755
--- a/build.sh
+++ b/build.sh
@@ -84,6 +84,7 @@ if [ "$FULL_BUILD" == "true" ]; then
   # it to reliably work and it also seemed difficult to configure. Not proud of
   # this, but it seemed better to write my own.
   pip install PyGithub uritemplate
+  pip install -U requests[security]
   python release_on_tag.py
   deactivate
 fi
diff --git a/release_on_tag.py b/release_on_tag.py
index 29da18051..b26b305c4 100644
--- a/release_on_tag.py
+++ b/release_on_tag.py
@@ -4,6 +4,7 @@ import json
 import logging
 import os
 import platform
+import random
 import re
 import subprocess
 import sys
@@ -89,15 +90,18 @@ def upload_asset(release, asset_to_upload, token):
     while count < 10:
         uploader = uploaders[count % len(uploaders)]
         try:
-            return _upload_asset_requests(release, asset_to_upload, token, uploader)
+            return _upload_asset(release, asset_to_upload, token, uploader)
         except Exception:
             log.exception('Failed to upload')
             count += 1
 
 
-def _upload_asset_requests(release, asset_to_upload, token, uploader):
+def _upload_asset(release, asset_to_upload, token, uploader):
     basename = os.path.basename(asset_to_upload)
-    upload_uri = uritemplate.expand(release.upload_url, {'name': basename})
+    upload_uri = uritemplate.expand(
+        release.upload_url,
+        {'name': ''.join([random.choice('abcdef') for _ in range(10)])}
+    )
     output = uploader(upload_uri, asset_to_upload, token)
     if 'errors' in output:
         raise Exception(output)