Had an exchange of emails with someone, around 4-5 back and forth emails. He then told me that my last reply never arrived. When I forwarded that email again to him, he told me that actually the original reply arrived but landed in spam… he checked it after I forwarded the initial reply.

It’s not critical or even a super important conversation but I think he lied to me. Is there any chance that a reply lands in spam if the last 4 mails in a thread arrived without a problem?

The emails were sent from a custom domain, using Office 365 Business. I have that email address for more than 6 years and I never had a problem with my emails landing in spam or never arriving. It’s the first time I am hearing about it but I think he is duping me.

Edit Thanks all for the replies, it’s good to know that it can happen.

  • Skull giver@popplesburger.hilciferous.nl
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    1 year ago

    Microsoft Outlook will file your mail away as spam for a while if it doesn’t like the color of the shirt you’re wearing. It’s arbitrary and seemingly random, even if you get SPF/DKIM/ARC/DANE/reverse PTR right. Google too, though it seems to be less random in what it does or doesn’t accept.

    There’s nothing technically preventing any email from being marked as spam. You can turn on the option to ask for delivery receipts if you want confirmation that the email has been delivered, but they won’t be sent automatically (user has to click a button to confirm).