diff --git a/src/aws-cpp-sdk-transfer/source/transfer/TransferManager.cpp b/src/aws-cpp-sdk-transfer/source/transfer/TransferManager.cpp
index 83e363137b3..cc1676340e1 100644
--- a/src/aws-cpp-sdk-transfer/source/transfer/TransferManager.cpp
+++ b/src/aws-cpp-sdk-transfer/source/transfer/TransferManager.cpp
@@ -526,7 +526,7 @@ namespace Aws
             TriggerTransferStatusUpdatedCallback(handle);
 
             auto putObjectRequest = m_transferConfig.putObjectTemplate
-                .WithChecksumAlgorithm(m_transferConfig.checksumAlgorithm)
+                .WithChecksumAlgorithm(m_transferConfig.computeContentMD5 ? S3::Model::ChecksumAlgorithm::NOT_SET : m_transferConfig.checksumAlgorithm)
                 .WithBucket(handle->GetBucketName())
                 .WithKey(handle->GetKey())
                 .WithContentLength(static_cast<long long>(handle->GetBytesTotalSize()))