diff --git a/.changes/next-release/bugfix-upload-80266.json b/.changes/next-release/bugfix-upload-80266.json
new file mode 100644
index 00000000..dd8c3852
--- /dev/null
+++ b/.changes/next-release/bugfix-upload-80266.json
@@ -0,0 +1,5 @@
+{
+  "type": "bugfix",
+  "category": "upload",
+  "description": "Do not set a default checksum if the ``request_checksum_calculation`` config is set to ``when_required``. Fixes `boto/s3transfer#327 <https://github.com/boto/boto3/issues/327>`__."
+}