Solution: A network or ISP change could change your static IP address. as far as investigated or tried I only find POP or IMAP mail server configuration in mozilla mail, ximian and there were no option such as HTTP. Microsoft 365 and Office 365 use block lists to protect our service. For some reason it doesnt seem to be working at all. This indicates that you are connecting to the SMTP client submission endpoint (smtp.office365.com), which can't be used for direct send. "There is no connector set up in Microsoft 365 or Office 365 for emails sent from your organization's network.The printer can send email only to people in your organization; email can't be sent to recipients outside your organization.Your printer is connected to a Microsoft 365 or Office 365 server whose name ends with "mail.protection.outlook.com. You can follow the question or vote as helpful, but you cannot reply to this thread. on the application that will send email using relay, if I use fqdn like mail.domain.com it does not send email, but if I point the application to the secondary server, like exch-server-02.domain.com it sends. When i try to test this with telnet , i always get following message when specifying the "mail from" value: 530 5.7.57 SMTP; Client was not authenticated to send anonymous mail during MAIL FROM. The weird thing is that I have 2 server in a DAG, my primary server does not send email relay, however the secondary server sends. Thanks for your feedback, it helps us improve the site. Included are some tips and tricks making this forum ideal for users getting started with GoAnywhere MFT. View some of the Frequently Asked Questions to our support staff. However, your printer must also logon to a mailbox to send a message. This may lead to the error "530 5.7.57 SMTP" when use Telnet to send messages. If your application or printer behaves this way, use Microsoft 365 or Office 365 SMTP relay because SMTP client submission does not support this scenario.This error indicates that your printer connects to the SMTP client submission endpoint (smtp.office365.com). Client was not authenticated to send anonymous mail during MAIL FROM View some of the Frequently Asked Questions to our support staff. Check whether your IP address is on a block list by using a third-party service, such as MXToolbox or WhatIsMyIPAddress. If it's convenient, could you share with more details about the resolution? For help, see A common reason for issues with direct send is a blocked IP address. For help, see To rule out a problem with your device, send a test email to check your connection to Microsoft 365 or Office 365. Update your SPF record to reflect this change. Fix: Send-MailMessage : The SMTP server requires a secure connection or the client was not authenticated. Which port do you set for SMTP AUTH client submission?Based on my knowledge, the standard windows OS Telnet client doesn’t support the use of TLS protocol. to an Office 365 server.Type "open smtp.office365.com 587" (or substitute 25 for 587 if you are using that port setting instead), expect to receive a response line similar to this:220 BY1PR10CA0041.outlook.office365.com Microsoft ESMTP MAIL Service ready at Mon, 1 Jun 2015 12:00:00 +0000 Since you can login to OWA and send/receive messages successfully, it's suggested to test the device or application directly. Sending email from devices and applications is less easy to fix, and you might not get clear information to help you. Start a free trial.User-to-user file sharing and synchronization with GoDrive™.Encryption and key management, free with Open PGP™ Studio. I've made a user with limited access to only be authenticated to send emails from its own mailbox. The best way to check is by upgrading the firmware on the device or updating the application you're sending email from to the latest version.
Check whether your IP address is on a block list by using a third-party service, such as MXToolbox or WhatIsMyIPAddress. Help me to find a proper solution. When you use Direct Send, you can send mail without authenticating. See This error indicates that the device is trying to send an email from a Microsoft 365 or Office 365 mailbox that is on a spam block list. However, you can use Telnet to verify if you can connect successfully Start a free trial.User-to-user file sharing and synchronization with GoDrive™.Encryption and key management, free with Open PGP™ Studio.Simplify data security, automation, server-to-server file transfers, and more.Secure data exchange with trading partners and applications in the cloud.Strong encryption and authentication technology for critical file transfers.Drummond Certified solution for automating AS2 file transfers.Asymmetric cryptology for protecting confidential files at rest and in motion.Simple and secure interfaces for user-to-user file sharing and collaboration.Build automated workflows to move files effortlessly between internal systems, users, and trading partners.Read, write, and map EDI X12 and XML files between databases.Learn how the GoAnywhere managed file transfer (MFT) solution secures & automates data exchanges, eliminates the need for manual methods like custom programs & scripts.How to Read JSON Data and Insert it into a DatabaseUsing the SQL Wizard to Join Data from Two Database TablesHow to Configure the AS2 Service to Receive AS2 TransfersConfiguring Web User Accounts to Receive AS2 MessagesReverse and forward proxy solution for keeping sensitive files out of the DMZ. Error: Client was not authenticated to send anonymous mail during MAIL FROM. Getting the below error, while trying to send mail through UTL_HTTP - Kindly provide your solution to solve this issueYou may be using the SMTP client submission endpoint (smtp.office365.com), which can't be used for direct send. Don't forget to mark it as answer, this will be easy for other community members to find the useful one.It was well hidden but there was an option "send from user" or "send from administrator" address.As soon as i changed this , it started working , so it wasn't an O365 issue.It's great that your issue is solved, and thanks for your sharing. By continuing to browse this site, you agree to this use.smtp.office365.com client submission - 530 5.7.57 SMTP; Client was not authenticated to send anonymous mail during MAIL FROM