if the orders are displayed in the backend and you get the thank you page the emails will have been sent by the script (though it does not know anything about what the email server does with it)

so, it’s likely that your problem is with your mailserver (perhaps some spam filter / blacklist somewhere ? )

in the first instance i would suggest you check your mail server (error) logs.

PS: might also be worth turning on debug like so :
https://www.wp-pizza.com/topic/how-to-enable-debug-in-wordpress/
perhaps the debug.log will tell you something too

does your FROM email address (wppizza-> order settings : “From” email) correspond to the server ?

having two smtp settings (i.e your third party plugin and the smtp settings in wppizza on at the same time ) *might* pose issues perhaps.
though i cannot see why it might be worth trying the following just to see if it makes a difference

tun off the smtp settings in wppizza. and set the mail delivery to plaintext or if you are using a specific template set that one to plaintext.
it will then just use the basic wordpess wp_mail function instead of phpmailer.

if you do, let me know the outcome

wppizza just sends emails using some email script (paypal or not). if you have issues with the likes of yahoo, gmail, hotmail only (i.e those big free email services) my guess would be the issue is (mail)server related and perhaps it’s missing the required ptr/dmarc entries or is indeed blacklisted somewhere

did you turn on debug ?

also, do they not get sent at all (i.e the mailserver never has to process anything) or just not received by the recipients (or even bounce back to – probably – the root account of the server) ?

(assuming you enabled logging in the paypal settings of course)

>The logs do not show they were sent…
there’s only a log if it is NOT sent

> When using smtp, they show as connected and sent. They are just never received…
i give up then. at the end of the day, all i can do is send them , what happens after that is out of my control really

if you got nothing better to do with your life for a few days, you could setup a yahoo account (or hotmail or whatever) , send an order, get the maillog from your mailserver that says it was sent to that account and contact /yahoo/hotmail and ask why it did not get received (or maybe deleted their end). My suspicion is , that they will pass the buck though…

one of these things i guess where noone is responsible (that said, if it were to turn out that there is something i can do , i would happily do it. just that i cannot see anything wrong my end that would need fixing :()