Outlook 2016 Win-10 Cannot send email to one address

  1. Posts : 154
    Win 7, Win-10

    Outlook 2016 Win-10 Cannot send email to one address

    Started getting the following error while trying to send email via Outlook 2016. Tried to send to the same email from WebMail and was able to do so. Mail provider says (i think they're right) its an Outlook issue.

    Windows - 19042.1110, 20H2
    Your message did not reach some or all of the intended recipients.
    Subject: my subject
    Sent: x/xx/2021 xx:xx PM
    The following recipient(s) cannot be reached:
    xxxxxxxxx@hotmail.com on x/xx/2021 xx:xx PM
    None of your email accounts could send to this recipient.

    I cleaned out the "Auto-Complete List".

    Created new email and tried to get to the Email properties box but cannot get to it. I always land up with:

    Outlook 2016 Win-10 Cannot send email to one address-one.png

    For other emails, from Email properties, I get the following box
    Outlook 2016 Win-10 Cannot send email to one address-two.png

    From File-Headers, I got
    From: "System Administrator"
    Sender: "System Administrator"
    To: "xxxxxx@hotmail.com"
    Subject: Undeliverable: Test-mail
    Date: Mon, xx Jul 2021 xx:xx:xx -0400
    Message-ID: xxxxxxxxx@Domain
    MIME-Version: 1.0
    Content-Type: application/ms-tnef;
    Content-Transfer-Encoding: base64
    Content-Disposition: attachment;
    X-Mailer: Microsoft Outlook 16.0
    Thread-Index: AQGTablbCbJA3HVIhGk3qw2pAFhAXA==
    X-OlkEid: 00000000C2D58FF8FA005E46A927E31281E18B880700D9539C2261A6BB45B9DAB62C7081B3C101002200FFFF000048B20E36 E1573D45B48BB74AFE9B1BE6000000000414000066B0BC4B166A1A42960053758F
    X-MS-TNEF-Correlator: 00000000C2D58FF8FA005E46A927E31281E18B880700D9539C2261A6BB45B9DAB62C7081B3C101002200FFFF000048B20E36 E15BE60000000004140000
    X-Antivirus: Avast (VPS 210712-0, xx/xx/2021), Inbound message
    X-Antivirus-Status: Clean

      My Computer

  2. Posts : 154
    Win 7, Win-10
    Thread Starter

    While googling, I did see some similar situations but none of the fixes worked for me
      My Computer

  3. Berton's Avatar
    Posts : 11,965
    Win10 Pro Versions 2004 and 2009/20H2, Win10 Pro IP_Dev, Win10 Home 1909

    I don't often use Outlook, do have 2010 and 2013 on computers. I mostly use Webmail, have a Domain and the Host provides it. Since Outlook uses a contacts list could it be the information for that one recipient has a problem if using the To directly from the address list? Does it show the same issue if entering the To information manually? Does the same message get to the recipient, verified they received it?

    Had a lady some time ago that had a similar problem but turned out to be her monitor had gotten a bit fuzzy and with her older eyes couldn't well distinguish between a . and a , which my testing revealed.
      My Computers

  4. Posts : 154
    Win 7, Win-10
    Thread Starter

    Yes, I did type in manually and I'd also cleared Auto-Complete List and then tried but no luck.

    Yes, eyesight isn't good but it isn't as bad either no typos here
      My Computer


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