Smarter Mail Outlook for Mac Integration Problems

Question asked by Darren Soh - 8/20/2026 at 8:34 PM

Unanswered

Hi all,

First of all, I'm no way an expert in this area and I apologise if this is a repeated post. If my problem have been solved before and there's post in this community where you can share, you can give me the relevant link and I should be able to self learn. Nevertheless, my problem statement as follows.

I am a Mac OS user, currently using outlook (version as per photo below)

Currently I have successfully synchronised my SmarterMail account, however there's a problem. I am able to receive emails but unable to send out emails. The error message that I received is as below:

Below is my accounts settings, please highlight to me if there's any information I have input wrongly.

Thank you and I appreciate your help in advance.

Darren

3 Replies

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Millennium Systems Replied

8/21/2026 at 9:20 AM

Based on the error response '535 authentication failed' I would imagine you didn't properly configure your outgoing SMTP settings, which are not included on the screen you provided.

Darren Soh Replied

8/26/2026 at 9:11 AM

Hi,

Apologies I just read this reply. Here are two screenshots that show my outgoing SMTP settings:

and

I thank you in advance for your help.

Jay Dubb Replied

8/27/2026 at 5:31 AM

Note the "username" field in your last posted image. That would be your email address, not the server name.

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