I'm not sure if this is your issue, but i recently had a similar
problem that was caused by a quota "Rate Limit" issue.  I had not
exceeded my recipients quota, but appengine limits the RATE at which
you can send emails to 8/min for non billable apps and 5,100
recipients/minute for billable: 
http://code.google.com/appengine/docs/quotas.html#Mail

I solved this issue by utilizing a Task queue to limit the rate of
outgoing mail.



On Sep 28, 2:30 am, Bob <[email protected]> wrote:
> Hi, yesterday we sent several email messages (about 12 thousend) as
> part of an email newsletter campaign. Every message was sent using the
> Python API (google.appengine.api.mail). No exception was raised and
> the quota wasn't exceeded. Unfortunately only some messages were
> actually delivered (about 5% compared to other newsletter campaigns we
> sent) to the recipients. This email address list also contains some of
> our own email addresses but none of them did received a message. We
> are sending this kind of newsletter (>50000 recipients) every few
> weeks - without any problems.
>
> Is there is problem with the Mail service?
> Does anyone else encountered problems like this?
>
> Thanks,
> Bob

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