My business has a mailing list of approximately 1,800 email addresses.
We actually have over 4,000 contacts, but only 1,800 have asked in or
are otherwise appropriate for these newsletters (local Chambers of
Commercer, etc.). There is no opt-on or double opt-on script on my
website. I just build the list based on people who contact me. We
don't use any email distribution software, which is a step to come for
sure but for now, I only have a "Distribution List" through Outlook.
However, my emails through this distribution list are being rejected,
due to "tarpitting," as a "suspected spammer," with the additional
clue of "31/30 max_bad_to". I don't mind removing people from our
newsletter/mailing list; and as much as I hate to admit I deserve
outside censure, I understand it if my human error has caused unwanted
intrustion upon peoples' privacy. However, the vast majority of the
people who are not receiving these newsletters are people who want
them: people of whose interest I have firsthand knowledge. As someone
who is legitimate, or at least not an intentional spammer, how can I
override this?

Try doing mail merges instead of sending to everyone on the same To line?

--
f.h.
Microsoft Outlook MVP