this post was submitted on 28 Jul 2023
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No Stupid Questions

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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.

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[–] OrangeCorvus@lemmy.world 2 points 1 year ago (1 children)

Wow! Thanks so much for the detailed response. I remember I tried mail-tester some time ago, I tried it now it gave me a 7.9/10

SpamAssassin. Score: -2.1.

-0.1 DKIM_SIGNED

Message has a DKIM or DK signature, not necessarily valid This rule is automatically applied if your email contains a DKIM signature but other positive rules will also be added if your DKIM signature is valid. See immediately below.

0.1 DKIM_VALID

Message has at least one valid DKIM or DK signature Great! Your signature is valid

-0.001 HTML_MESSAGE

HTML included in message No worry, that's expected if you send HTML emails

-0.1 MIME_HTML_MOSTLY

Multipart message mostly text/html MIME

-1.985 PYZOR_CHECK

Similar message reported on Pyzor (https://www.pyzor.org) https://pyzor.readthedocs.io/en/latest/ Please test a real content, test Newsletters will always be flagged by Pyzor Adjust your message or request whitelisting (https://www.pyzor.org)

0.001 RCVD_IN_MSPIKE_H2

Average reputation (+2) xxxxx listed in wl.mailspike.net

0.001 SPF_HELO_PASS

SPF: HELO matches SPF record

0.001 SPF_PASS SPF

sender matches SPF record Great! Your SPF is valid

This is the other part of the test with yellow checkmarks.

You're not fully authenticated

[SPF] Your server xx.xxx.xx.xx is authorized to use mail@xxxxx

Your DKIM signature is valid

You do not have a DMARC record You do not have a DMARC record, please add a TXT record to your domain _dmarc.xxxx with the following value: v=DMARC1; p=none

Your reverse DNS does not match with your sending domain.

The rest seems to be green except for the List-Unsubscribe header but I do not send newsletters.