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Have you guys tried installing email-log plugin?

http://wordpress.org/extend/plugins/email-log/

It adds a log step to every wp-mail call. So if there is a log entry there then you know that Subscribe2 has done it’s bit and called wp-mail.

Remember that if you have #recipients set to zero (unlimited), it will probably only show the admin user. To debug, you could try setting the number to 1 – then each recipient will be listed in the log.

If email and recipient not in log, then you know there must be some criteria somewhere stopping a post from being emailed. As noted above, it could be something about the post, the category, or maybe the users are not subscribed to that category – pick some users at random in the ‘subscribers’ list, click edit and see what categories are ticked.

If emails are in the log, then you know the problem is elsewhere, not in the plugin. The rest is then up to wp, then php etc…
and of course there are a myriad of reasons why some users may not get emails.

Some reasons http://webdesign.anmari.com/1107/missing-emails/

Hope that helps