Basically, I am facing the same issue as described here: https://meta.discourse.org/t/job-exception-535-authentication-failed/172537 For some reason our E-Mail outbound does not work anymore and I get now an error 535. I rechecked the E-Mail account. I can login there and use it from Apple Mail. SMTP Mail sending I also tested with Apple Mail. But discourse gives me this error message “ERROR – 535 auth failure”. I am not sure, how to proceed here. Is SMTP still supported? My tests until now: I tried different Mail Accounts I tested the Mail Accounts with another Mail Software I updated to the latest discourse version. (3.2.0.beta1-dev) Any help would be appreciated.

maybe have a look here? [image] Troubleshoot email on a new Discourse install Self-Hosting You just installed Discourse via the install guide, but email doesn’t seem to work. Unfortunately this means you can’t log in as an admin to finalize the install. cry Let’s troubleshootize! Try the doctor woman_health_worker If you run ./discourse-doctor it will check several ways that your mail configuration might be broken, and offer advice. Try that first. Did you enter email settings correctly? The simplest way is to run ./discourse-setup again. Did you enter everything correctly? B…

Yes, I did. But the error preserves. Is there anything else, we could try? Any help would be appreciated.

Do you have a copy of the error with more detail in? From a search, you could try checking and re-entering your credentials in your app.yml.

Unfortunately, I don’t know how to retrieve more detail here. Is there any option to enable more debug information in that case? On the command line there is no context. The error appears in the UI.

Isn’t there something like verbose debugging output?

What other information would help? The remote server is telling you authentication failed. There’s not a lot more we can say. Do you have 2FA or MFA turned on for this mail account? This might prevent SMTP AUTH from working. If not, can you try SMTP by hand to see if the authentication works? You need to first construct the authentication string (a base64-encoded string of username␀username␀password) I suggest using python: ○ → ipython3 In [1]: import base64 In [2]: import getpass In [3]: u, p = 'michael', getpass.getpass() Password: (paste or type password here) In [4]: base64.b64encode(f'{u}\x00{u}\x00{p}'.encode()).decode() Out[4]: 'bWlxxxxxxxxxxxxxxxxxxxxxxxxxxx' (please change michael to your actual SMTP username if you do this) :rotating_light: DO NOT SHARE THIS STRING IT IS YOUR PLAINTEXT PASSWORD and then doing SMTP by hand, e.g.: ○ → openssl s_client -starttls smtp -connect mail.my.domain:587 CONNECTED(00000003) … --- 250 SMTPUTF8 AUTH PLAIN bWljaGFlbABtaWNoYWVsAHBhc3N3b3Jk ← the password "password" 535 5.7.8 Error: authentication failed: authentication failure AUTH PLAIN bWlxxxxxxxxxxxxxxxxxxxxxxxxxxx ← the real password 235 2.7.0 Authentication successful RSET 250 2.0.0 Ok QUIT 221 2.0.0 Bye closed If that doesn’t work, the credentials probably really are bad. If it does work… we’ll look further.

ERROR – 535 auth failure

Product Support Self-hosting

tikidave (Tiki Dave) October 22, 2024, 1:56pm 11

In my case, it did not like my password and I needed to reset it to something alphanumeric (no special chars).

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ERROR – 535 auth failure

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