On 24 Jun 2014, at 17:43, Martin Sebald <[email protected]> wrote:

> connection failed to mail.hot-chilli.net:465 [generic via TCPSSL]
> 
> WTH? :-(

I just tried this myself and verified that this works:

       if failed host mail.hot-chilli.net port 465 type TCPSSL protocol smtp 
for 2 cycles then alert

The log has this:

'chillimail' succeeded connecting to INET[mail.hot-chilli.net:465] via TCPSSL
'chillimail' succeeded testing protocol [SMTP] at INET[mail.hot-chilli.net:465]

> Any idea?

Yes, check your if you block the port in a FW, check your DNS etc. It is 
unlikely this is a Monit problem. 
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