I've just made the switch from WordPress.com to .org, so I have the most recent version.
I've checked my email address under User>Contact Info>Email and verified that it is correct and working (and is followed by the @whatever.com).
The only posts on this forum I see about this topic are at least a year old and closed, but it appears this is still an issue - at least, it is with me!
I pretended I forgot my password when logging into WP, as another user suggested, and it said it would send me my password. This was about 10 minutes ago and I've not received it - which makes me think WP is failing to send ANYTHING to my email address.
As I said, it is a working address. I've just emailed it from a separate account and the email showed up within seconds. And nope, nothing in Spam.
Is this still an issue for anyone else, and can someone please point me in the right direction if I've missed a fix?