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Error using SMTP Office 365

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Marco Alvarado

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9/17/2022 4:02 PM

Hi Community,

I'm trying to configure the SMTP settings for one of my client's website using Office365.

I'm using the following settings:

Server: smtp.office365.com:587
Enable SSL
Basic authentication with email account and password.

I try to run a test email and I get the error: Unable to read data from the transport connection: An established connection was aborted by the software in your host machine.

I already validate user account and password credentials by going into Office 365 itself and I pull out the config values from the configuration section in Outlook web version.

I've been digging in the web for this error but I can quite understand is this something cause by Office or my hosting provider.

If someone has a clue about how to troubleshoot this please let me know.

Regards,

Marco Alvarado

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9/17/2022 4:07 PM

This is the error in AdminLogs

AbsoluteURL:/es-cr/API/PersonaBar/ServerSettingsSmtpHost/SendTestEmail
DefaultDataProvider:DotNetNuke.Data.SqlDataProvider, DotNetNuke
ExceptionGUID:a400f25c-56ef-47a1-a71c-47ff9b507f70
AssemblyVersion:
PortalId:-1
UserId:-1
TabId:-1
RawUrl:
Referrer:
UserAgent:
ExceptionHash:9EF6QDmVB2gt/YZjFpWUWZALZJ8=
Message:Unable to read data from the transport connection: An established connection was aborted by the software in your host machine.
StackTrace:
at System.Net.Sockets.NetworkStream.Read(Byte[] buffer, Int32 offset, Int32 size) at System.Net.FixedSizeReader.ReadPacket(Byte[] buffer, Int32 offset, Int32 count) at System.Net.Security._SslStream.StartFrameHeader(Byte[] buffer, Int32 offset, Int32 count, AsyncProtocolRequest asyncRequest) at System.Net.Security._SslStream.StartReading(Byte[] buffer, Int32 offset, Int32 count, AsyncProtocolRequest asyncRequest) at System.Net.Security._SslStream.ProcessRead(Byte[] buffer, Int32 offset, Int32 count, AsyncProtocolRequest asyncRequest) at System.Net.TlsStream.Read(Byte[] buffer, Int32 offset, Int32 size) at System.Net.DelegatedStream.Read(Byte[] buffer, Int32 offset, Int32 count) at System.Net.BufferedReadStream.Read(Byte[] buffer, Int32 offset, Int32 count) at System.Net.Mail.SmtpReplyReaderFactory.ReadLines(SmtpReplyReader caller, Boolean oneLine) at System.Net.Mail.SmtpReplyReaderFactory.ReadLine(SmtpReplyReader caller) at System.Net.Mail.CheckCommand.Send(SmtpConnection conn, String& response) at System.Net.Mail.MailCommand.Send(SmtpConnection conn, Byte[] command, MailAddress from, Boolean allowUnicode) at System.Net.Mail.SmtpTransport.SendMail(MailAddress sender, MailAddressCollection recipients, String deliveryNotify, Boolean allowUnicode, SmtpFailedRecipientException& exception) at System.Net.Mail.SmtpClient.Send(MailMessage message)
InnerMessage:An established connection was aborted by the software in your host machine
InnerStackTrace:
at System.Net.Sockets.Socket.Receive(Byte[] buffer, Int32 offset, Int32 size, SocketFlags socketFlags) at System.Net.Sockets.NetworkStream.Read(Byte[] buffer, Int32 offset, Int32 size)
Source:System
FileName:
FileLineNumber:0
FileColumnNumber:0
Method:
Server Name: WIN5177

Deleted User

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9/18/2022 3:15 AM

Please note that basic authentication will be deprecated for Exchange Online (I suspect this will cover O365 as well) so perhaps you should look for alternative option, e.g. using certificate based authentication or other SMTP host.

More details here:
https://techcommunity.mic...ptember/ba-p/3609437
https://learn.microsoft.c...tion-exchange-online

#DnnBro

Marco Alvarado

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9/18/2022 12:26 PM

Thanks DNNbro! I'm jumping into those links right away. Awesome.

Jeff Parker

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1/19/2023 5:00 AM

Hi, any luck with this?

Deleted User

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1/19/2023 7:11 AM

The quickest solution is Set up connectors to route mail between Microsoft 365 or Office 365 and your own email servers | Microsoft Learn

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