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This has always been the case, and was the case with vBulletin before it.
It's a simple anti-spam thing.
Only the first new comment in a conversation you're subscribed to will trigger an email. Once you visit the conversation that gets reset... and the next comment will be the only one that sends an email.
If 10 comments were made between visits, only 1 email (for the first comment since you visited) will be sent.
Anyone else find threads they've subscribed to stop emailing them about updates?
This has been happening forever but I finally thought I'd mention it.
It seems once you visit a subscribed thread again the emails start arriving again.