You can get faster response for PowerPress issues at the blubrry.com forums, forum.blubrry.com.
We recently answered similar questions to these on the Blubrry.com forums: https://forum.blubrry.com/index.php/topic,3591.msg9909.html and https://forum.blubrry.com/index.php/topic,3526.msg9608.html
Basically, use a good application such as CloudBarry explorer to upload your files, make sure your file attributes in S3 are correct, setup CloudFront and you should be all set. Using S3 is not simple, so if you’re still confused consider hiring someone to help you or switch to a service specifically for this such as Blubrry media hosting.
