Re: OpenSMTPD ERROR 550 Invalid recipient
Hi, you havematch from local for local action "local" match from any for domain action "local" match from any auth for any action "relay" in your config. So I think what you see is the expected behaviour, because sendmail did not authenticate and icloud.com is probably not in . If you want unauthenticated local connections to be able to send mails to everyone, you need to add a match from local for any. I hope this helps. Best regards, Matthias
Re: OpenSMTPD ERROR 550 Invalid recipient
It's Rspamd crashing somewhere. Check it.