What is the least shittiest, most Bitcoiner way to send emails to a distribution list?

BCC isn't really cutting it.

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Substack maybe

Does the recipient receive sats?

If not, its eventually going to just be noise at best and spam at worst

No, they received relevant and pertinent information.

what kind of information, how often, and does the subscription auto-expire?

Email has been co-opted by policies applied independently of the protocol. We must not let this happen to nostr!

Hashcash could've saved SMTP.

This is for community comms.

listmonk

Looks cool.

Struggling to understand how delivery works though if self hosted.

yeah you have to use a delivery service like ses...biggest benefit imo is that you're not storing subscriber list with anyone

also it deploys easily, needs virtually no maintenance, and is actively developed

imo those are necessary to meeting your least shitty and "most bitcoiner" criteria but of course that is a matter of opinion, not sure exactly what your requirements are

Looks like this hits the mark 🎯

Thanks.