Can't send an email to 1 person in my address book. Why?

[djammie2]

There is one person in my address book that cannot receive emails from me
using Outlook and she does not have me blocked on her end. The emails used to
go through to her just fine and I can't figure out what is stopping them now.


I can send her emails using hotmail.com.

 

[neo [mvp outlook]]

Not enough information to go on. For example, when you send an e-mail to
your friend do you get any error message during Outlook's send operation
that there was an error? If the send completes okay, do you get any type of
messages back from the mail server in a few days that the message couldn't
be delivered?

If your ISP has web browser access to your e-mail account, what happens if
you try using their web portal to send a message to your friend?

Do you know if either side does any type of e-mail filtering for spam?

 

[VanguardLH]

There is one person in my address book that cannot receive emails from me
using Outlook and she does not have me blocked on her end. The emails used to
go through to her just fine and I can't figure out what is stopping them now.


I can send her emails using hotmail.com.

If you (record and) delete that 1st contact in the list, does the 2nd
person (who is now the 1st contact) become the one to whom you cannot
send e-mails? Tried deleting and recreating the contact record for that
problematic recipient?

So how do YOU know the recipient isn't getting your e-mail? Just how do
YOU know it is blocked on your end? Is there an error message or NDR
(non-delivery report) e-mail that you get back to inform you that the
e-mail could not be sent or delivered?

If your sent e-mail to that recipient got moved from the Outbox folder
to the Sent Items folder then Outlook received a good status back from
your sending mail server. Outlook was told by your mail server that it
accepted your outbound e-mails which then has Outlook move the item from
the Outbox to Sent Items. Well, you can't do anything after that since
delivery is now under the control of your sending mail host and the
recipient's receiving mail host.

As a test, create an account with a different e-mail service provider
(ESP). This is needed to ensure your sending mail host was actually
involved in sending the test e-mail. Internally routed e-mail (i.e.,
within same domain) may not even hit their mail servers but simply
relayed between mailboxes. Then send a test e-mail where both the
problematic recipient and your off-domain test account are listed in the
To header (or put your test account in the Bcc field if you don't want
the recipient to see your test account). Then wait for awhile (several
hours) to see if your test e-mail makes it to your test account. If it
does then you know your sending mail server actually did send out your
test e-mail. If your recipient doesn't get your test e-mail, and
because you know it got out from your sending mail host, then you know
the problem is on their end - and your work is done because you can't do
anything to fix their end.