Emails seem to send, but recipients don't receive anything

sunderam, we can understand that you may want to try a different email app. But if the issue is with your account, using a different app may not solve your issue.

If you’d like to continue troubleshooting the native Mail app on your Mac, we still recommend going through the steps here: If you can’t send emails using Mail on Mac - Apple Support

Using Connection Doctor can also help diagnose why your emails aren’t being sent: Use Connection Doctor in Mail on Mac - Apple Support

Apple Support is also available to troubleshoot with you. You can use this link to contact them: Get Support

Thanks for using Apple Support Communities

All the best.

Hi sunder,

It seems you're having issues sending Mail and we want to help.

If it's only one address not getting your mail or one list not getting your mail, the issue might be on their end.

If no emails are sending at all, then your settings might be at fault, try and update them here:

If you can’t send emails in Mail on Mac

Thanks for using the Apple Support Communities.

I am having the exact same issue on my iPhone. I use Google Workspace through the Mail app on the iPhone 13 Pro. My Mac computers and iPhone are all running the latest versions of the OS. It's getting really frustrating - when I reply to emails from my phone, the reply will appear to send. Once I respond, I delete the email and then a day or two later, the client will tell me they never received a reply. I go to my trash, and I can see their email that I deleted (after I responded) and there is no reply. Nothing in my outbox, nothing in sent, zilch. It's not a specific client either and there is no pattern to who receives a reply and who doesn't. It's incredibly frustrating, especially with time-sensitive emails, which are like 99.9% of business emails these days. No idea what to do to fix this - I've had the same setup for years and never had issues and haven't made any changes.