Email Configuration for Google Workspace

iLocalEverywhere

KevinTheJedi

Where is the screenshot of Admin Panel > Dashboard > Information?
Why ssl://smtp.gmail.com and 465? Simply do smtp.gmail.com for hostname and 587 for SMTP.
You do NOT need to reconfigure OAuth2 for SMTP if you have it configured for fetching. Simply set SMTP Authentication to Same As Remote Mailbox so you only configure/authorize one time. When tokens expire this matters a lot and reduces steps, etc.
Do Nothing is not recommended for fetching. Eventually this will be a much bigger headache than what it's worth. Opt for the "move to folder" option so you still keep the emails but they are not sitting in the fetch folder.
For fetching you need to enable it at the mailbox level but ALSO globally (Admin Panel > Emails > Settings > Email Fetching). You also need to configure a Cron Job. All of this is outlined here.
Did you actually receive a token successfully for OAuth2? You should have a Token tab in the Authentication Config popup.

Cheers.

iLocalEverywhere

I made changes as you requested. Remote Mailbox saved fine, and there is a token, but when I configured Outgoing (SMTP) it errored out. Also, yes I created cron job.

KevinTheJedi

iLocalEverywhere

Interesting, your host or server must be blocking that port or something. Switch the port back to 465; that's fine just TLS (587) is more widely preferred.

Cheers.

iLocalEverywhere

I switched to 465 and get same message.

iLocalEverywhere

I am going through CloudFlare, does that matter?

iLocalEverywhere

I also noticed I'm using a domain email address, but on subdomain. Do you think I should reinstall on domain subdirectory instead?

KevinTheJedi

iLocalEverywhere

Then prepend ssl:// to the hostname again with port 465 and see. You might have SSL resolution issues on your server.
Cloudflare is ass and always blocks stuff. I would not put it past it.
No, subdomain vs path does not matter. You can host your site however you want.

Cheers.

iLocalEverywhere

Thanks for all the help. I'll give your recommendation a shot and if that don't work, I'll try removing Cloudflare to see if that works.

KevinTheJedi

iLocalEverywhere

Google says:

If you can't connect to Gmail on ports 465 or 587 after installing Cloudflare, it is almost always because your mail-related DNS records are set to "Proxied" instead of "DNS Only".

Cheers.

iLocalEverywhere

I removed CloudFlare. I'm on a Godaddy CPanel. Getting same timeout error.

KevinTheJedi

iLocalEverywhere

Ahhh, it's likely GoDaddy is blocking External SMTP; common on hosting providers. Ask GoDaddy support if External SMTP is disabled and if ports 465 and 587 are open.

Cheers.

iLocalEverywhere

I called GoDaddy, and they said to use PHP Mailer. Does that sound correct? They gave me this URL:

https://mailtrap.io/blog/phpmailer-gmail/

KevinTheJedi

iLocalEverywhere

... that doesn't answer the questions of:

Is External SMTP disabled?
Are ports 465 and 587 open?

Cheers.

iLocalEverywhere

He alluded to the fact that GoDaddy doesn't allow external.

KevinTheJedi

iLocalEverywhere

Ah, then that’s your problem. You need to look at alternatives or find a new host/plan that allows SMTP. If you don’t configure PHP we fall back to PHPMail but that doesn’t really help when you have multiple emails to configure. This is why shared hosts are ass these days. Like it’s 2026 people…SMTP has been standard since the 80’s.

Cheers.