Quote Originally Posted by carlwhat View Post
email is confusing.

your post is confusing.... or i'm just slow...

what what i gather, some email goes through, other emails associated with yahoo/at&t/sbcglobal do not? is that correct??

with regards to this "masked" email hypothesis, i would refer you to your own 1st paragraph. in other words, i think very little about this hypothesis.

you have a website; it has a domain; you have a host that provides email services; but now your domain now utilizes gmail. do i have that correct?

you are currently utilizing your hosting company to send mail from your website. some of that mail fails. if i gather that correctly, then your hosting companies' mail server has a bad reputation, and certain domains are blocking your hosting companies mail servers from sending email to their customers (confused yet?). this is not unusual.... i am currently dealing with a similar situation.

on the cpanel error, its pretty clear that apple icloud is blocking you from sending email due to a bad reputation. do you Make use of Sender Policy Framework (SPF) and DomainKeys Identified Mail (DKIM) to authenticate your emails? its a good idea.... refer to their link:

https://support.apple.com/en-us/HT204137

i would suggest utilizing the gmail servers to send email as opposed to your hosting company. does gmail allow you to do that? i would think that they do...

either that or get SPF, DKIM and DMARC established for your domain.

if i have misunderstood anything with regards to your post, i apologize in advance. just trying to help, and as i said email is confusing!

good luck.
Lmao, I apologize for it being confusing Carl. It really is a giant block of babble.

So, if we use our business emails which are basically business gmail accounts with our @website.com and we send emails manually from our inventory software which is Fishbowl, they always reach their intended destination.

If a customer orders on the website, the emails are automatically sent from our web-host server instead of us. That email seems to be [email protected] which is not an email we setup. The logs show that it's sending from [email protected] and then masking it to show [email protected] (I think). They never reach yahoo/comcast/att/etc.

Now, you mentioned SPF. I did see an SPF=SOFTFAIL in one of the logs. My boss said he had previously sent that to the host but they couldn't figure out what was wrong.

We tried changing all the email options in zc admin to the gmail smtp but it never works. Always fails. I wouldn't understand how we would have a bad reputation either, we've been around for a long time and have great reviews. It seems according to MXRecords that we aren't blacklisted anywhere