Over the last weeks, I've been getting lots of reports of emails being delayed... All apparently coming from google mail servers (gmail.com and custom domains using google)... Looks like grey-listing, but before they get to my server (sender side)... once at my server they are delivered immediately to 5min later.

all of these customers are whitelisted, greylist filter, and in trusted senders lists.

Another Weird problem is coming from the same customers (again google mail service), email with multiple recipients to -- ie the archive show "multiple TO: addresses" or "multiple TO+CC's" -- the SMTP logs only have 1 RCPT TO: so that only one person gets the email and mail is never delivered to other people

Anyone seeing weird behavior from google mail? did anything change with them?

I'm using: SmarterMail Enterprise Build 9434 (Oct 30, 2025)