Yes. you would use python or CLI. How are you authenticating to AWS? Short is - you create the pdf - you script the upload.
I'm using our access key. Was trying to create and publish an app to Server so a user can upload the file to the S3 bucket.
https://boto3.amazonaws.com/v1/documentation/api/latest/reference/services/s3.html - for python. Ask the people at Aimpoint if they can modify their tools for blobs...