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Reminds me of this fun story:

A person at a company mistakenly created an email list segment (or lack thereof) resulting in an email to the entire email list of hundred of thousands of emails. This combined with inexistent (we were a naive startup without an email specialist role) list hygiene practices meant we were blacklisted by Gmail after some time.

Took a year to get a hold of someone on Gmail's spam team. We found out were on 4+ Gmail blocklists, some of which were ML-based. We couldn't do anything to remove ourselves after we fixed the issues. A $1-2 million revenue channel dried up because we couldn't get out of the Gmail blackhole (short of rebranding completely, rewriting content, and using a different ESP). Fun times.



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