Here’s my configuration from https://smtptester.kingofcode.com.br/ that works perfectly:
Here’s my Discourse configuration that’s failing to work:
What am I doing wrong?
AI-generated summary
The discussion revolves around emails failing to send in Discourse. ethhaqn shares that their SMTP configuration works with an external tester but fails in Discourse, prompting JammyDodger to suggest checking inbox verification and referencing a troubleshooting guide. ethhaqn clarifies that the first screenshot was a test of working configuration, not the Discourse setup. JammyDodger then shares guidance from the Discourse meta guide about SMTP port selection, noting that port 465 is deprecated and alternatives like 2525 or 587 may be needed. ethhaqn thanks JammyDodger, indicating the advice resolved the issue.
I’m afraid I haven’t used sendgrid, but do you need to verify your inbox, as the green message in the first screenshot indicates?
I’ll add the universal Troubleshoot email on a new Discourse install link too, just in case you’ve not seen it yet. 
Hi, I don’t think you read my post properly. The first screenshot was showing that my configuration works with a service called https://smtptester.kingofcode.com.br/, however when using the same configuration with Discourse (as seen in screenshot 2), it doesn’t work.
You are correct. I had not. There’s this in the guide about port 465 if that’s more helpful?
This helped, thanks a lot!