> Do you have an example?
Just the confirmation from Apple's podcaster support team that iTunes doesn't support sites which use Let's Encrypt. (I don't use WordPress.com myself.)
I've just posted a request for examples in popular podcasting groups, and I'll let you know when/if I get responses.
> We have already implemented workarounds for iTunes.
Can you elaborate just a smidge? Is WordPress.com, for example, not encrypting content when it's requested by iTunes? (Thanks!)