How do I email a PDF to strangers?

Question

Email Marketing

There is a task: to send a letter containing a PDF file (or a link to it) to several dozens of unfamiliar recipients.

It is possible to send messages:
1. From your server
2. Gmail
3. Unisender and similar services

As practice shows, letters sent manually from gmail go to the recipient as spam. The same from my server (not in the blacklists, DKIM on).

What is the best method to ensure that the task is completed without spam filtering? I have not tried it through Unisender yet, but it seems to me that this is the way out.

Answer 1

If those recipients to whom you want to send the letter did not agree to the mailing, this is a cold letter , which is practically equivalent to Spam. If you do such a mailing through an email service, it automatically turns into spam. When sent via an email distribution service, the email is marked with a special technical header, and email services can distinguish between a single email sending and a mass mailing.
You can try sending single emails like you tried with Gmail. Just create another account, for example, and make sure that the sender is indicated (Name, position), and check the text itself, if there are any stop words and phrases, which mail services check with their spam filters. When the spam filter sees these words in the mailing list, it automatically adds spam points to the letter.

Answer 2

Good afternoon!
Any mailing service will start asking where the base is from. And purchased bases are most often seen. Even if they suddenly miss, then they will block according to the results.
Further, sending to unknown users is fraught with the fact that you will ruin the reputation of the mailers of your domain. It is not necessary to fall from blacklists. Each mailer maintains its own statistics for each domain, and if the number of clicks on spam is more than 1%, all letters from the domain can not only be spammed, but even discarded. By the way, statistics are also kept on links, so there may be options when they make mailings from regular mail, but with links to the site in the body of the letter, and all letters from any mail with such links start to go to spam.
If you're sending from gmail, try to avoid word spam and randomize emails, subject, content, links, sending IP address, etc. as much as possible.