I host my own e-mail. Valid SPF, not on any spam blacklists, good reputation score on my static IP.
At the beginning of November, I lost the ability to send e-mail to Gmail - it was all rejected as, quote, "possibly spammy". Double checked SPF and DMARC... Double checked documentation... Spent time setting up DKIM on my mail server, even though I sent nowhere near enough mail to merit it. Nothing got through for two weeks.
Google Postmaster Tools were totally unhelpful, telling me _that_ I was being blocked, but not _why_ I was being blocked. There is a community support forum where I posted - it hasn't seen a response since I posted in November. There was also a support portal where I could, in theory, contact a human. I sent something in there, and am still awaiting a reply.
Now remember, Gmail isn't just for @gmail.com addresses. Gmail hosts my accountant's domain. Gmail hosts the domain for a club that I'm part of. Gmail hosts friends who also have their own domains. Gmail hosts... well, probably a solid half of the Internet's e-mail.
My only way out of this nightmare was to reach out to a contact at Google, who - having an @google.com e-mail - was also unable to receive e-mail from me, and made the case to the right folks internally that I couldn't send important messages to him. A few days later, I could magically send e-mail to Google again.
Do I have any idea what I did? No. Do I have any idea what they resolved? Also no. Can I prevent it in the future? Who knows!