On Mon, Apr 27, 2015 at 07:23:41PM -0500, John J. Boyer wrote: > I'm using msmtp to send mail, but I suspect the same problem would occur > with any of the other mail programs. Whenever I try to send a message I > get the error "TLS handshake failed. Operation timed out." There sems to > be a mismatch between the default TLS settings and those of my mail > provider's server. I did not have this problem with Ubuntu. > Investigation shows that the problem is most likeluy in the gnuTLS > library.
I am using msmtp with TLS and everything works fine here (Debian jessie).
The 'defaults' section in my config file has:
defaults
protocol smtp
port 465
tls on
tls_starttls off
auth on
timeout 30
I suspect your problem might be related to `tls_starttls`, check the setting
and let us know if that helped.
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