SMTP TLS Handshake Error & Login Stuck on nine.testrun.org (Desktop Windows)

In general it looks like DeltaChat stoped or never did sending SNI during request to server, so server replies with default certificate, which creates error during TLS handshkae.

When a client does not send the Server Name Indication (SNI) extension during a TLS handshake, the server cannot determine which hostname the client is trying to reach if it hosts multiple secure websites on a single IP address. This leads to a certificate mismatch error and a failed connection.

The most effective solution is to upgrade the DeltaChat or application library to a modern version that supports SNI.