Ryfus wrote:
I can't use anything but webmail if I can't connect to an SMTP server to be able to Send email - I do have a GMail account, and have tested it with my clients. I can't log into the GMail SMTP server from my computer or iPads either - only using a browser, and not with any of my machine clients.
to review:
neither of my 2012 Mac Mini or 2018 Macbook Pro running Catalina, nor my 2009 Macbook Pro running Snow Leopard will connect to my SMTP Server...
If this is the same email, same SMTP does it not paint a picture it is not your issue but a SMTP issue...
Verify you have turned off any VPN, on board Firewall, third party anti-virus, Hide IP address features in Mail, safari etc...
Hard to believe across the board on all 3 computers you have a simultaneous failure— SMTP port configurations do not typically change them selves
Delete the account and set it up as new if no change anywhere and no support.
Remove email accounts in Mail on Mac - Apple Support
To trouble shoot further you can:
—Test issue in another user (or guest user) account Set up users, guests, and groups on Mac - Apple Support
This will tell you if it a universal issue or isolated to your user/admin account.
—SafeBoot How to use safe mode on your Mac - Apple Support will sort many anomalies
Takes a bit longer to get to the login screen, does a quick disk repair before it fully boots up, and certain system caches get cleared and rebuilt, including dynamic loader cache, font cache, etc.
Login and test. Reboot as normal and test. Caches get rebuilt automatically.
In Safe mode third party system modifications and system accelerations are disabled, it removes malware, etc impacting the smooth operation, however a reboot will put it back to normal mode
This test will tell you if third party interference; extensions etc are not loaded in safe boot mode.
Uninstall all third party apps that are Cleaners/Optimizers/VPN/Anti-Virus
all known to cause issues on the macOS
Add email accounts in Mail on Mac - Apple Support
Add email accounts in Mail on Mac - Apple Support
Note—
IMAP accounts stay on the server, so no local loss, when you re-sync
POP accounts download and remove from the server—therefor save your inbox/sent box if you want them
"On My Mac" is just that, local folders you created and moved mail into. So no loss