I’ve tried for months to get the WordPress PodPress plugin to behave- on multiple sites it just plum refuses to embed the player in the page. Every option is set to display the player, I can see it in the source, and it fails. And it seems like it gets upgraded once a week, each a complete download and replace of a gizillion files. The only advantage it appeared to offer was ability to generate iTunes formatted feeds, something we’ve not really desperately needed.
On a new podcast focused site I am working on, I am switching to the Anarchy Media Player– and it Just Works.