Cannot start TLS: handshake failure

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jnijholt
Posts: 4
Joined: Thu Feb 21, 2019 1:41 am

Cannot start TLS: handshake failure

Post by jnijholt »

All outgoing mail (so relayed mail to my server) show the following error:

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Delivery attempt from mail.rollernet.us deferred by [IP address] after 5 seconds

Cannot start TLS: handshake failure

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This is happening since (I think) the beginning of October.

Mail gets accepted after 1100+ seconds in a retry.

What am I missing?

Using an ancient Exchange 2003 server by the way.....
Seth
Site Admin
Posts: 330
Joined: Sun Aug 30, 2009 10:44 pm
Location: Nevada
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Re: Cannot start TLS: handshake failure

Post by Seth »

It probably doesn't have a current set of root certificates.

More info here: TLS Certificate error
Seth Mattinen, Roller Network LLC
jnijholt
Posts: 4
Joined: Thu Feb 21, 2019 1:41 am

Re: Cannot start TLS: handshake failure

Post by jnijholt »

Thank you for your reply.

I already tried the steps from that post. The post shows issues with outgoing mail, mine still works. Inbound is the problem for me, so anything relayed to my server is deferred and is accepted after about 1000 seconds.

Have all the new certificates installed as per instructed by the way but still have the TLS error.
Seth
Site Admin
Posts: 330
Joined: Sun Aug 30, 2009 10:44 pm
Location: Nevada
Contact:

Re: Cannot start TLS: handshake failure

Post by Seth »

Email your account name and the domain with the problem to support@rollernet.us we can look in our logs.
Seth Mattinen, Roller Network LLC
jnijholt
Posts: 4
Joined: Thu Feb 21, 2019 1:41 am

Re: Cannot start TLS: handshake failure

Post by jnijholt »

Hi Seth, thanks. For some reason the TLS handshake failure seems to have disappeared from all logs since yesterday. (nothing changed on my end)

Will keep an eye on it and I'll email support once I have some TLS errors again.
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