Exchange IMAP Over SSL Not Working

Written by William Roush on April 13, 2016 at 2:52 pm

Getting any of the following messages?

openssl s_client -connect [server]:993 -crlf
CONNECTED(00000003)
62604:error:140790E5:SSL routines:SSL23_WRITE:ssl handshake failure:/SourceCache/OpenSSL098/OpenSSL098-52.40.1/src/ssl/s23_lib.c:185:

openssl s_client -connect [server:993 -crlf
CONNECTED(00000003)
write:errno=54

While attempting to fix IMAP login issues for JIRA’s service desk e-mail to ticket integration, I came across this on my Exchange server:

Get-ServerComponentState -Identity [servername]

Server Component State
------ --------- -----
...
[Servername].domain.local ImapProxy Inactive
...

Solution was simple: enable the ImapProxy:

Set-ServerComponentState -Identity [servername] -Component ImapProxy -Requester HealthApi -State Active

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About William Roush

William Roush is currently employed as a Senior Software Developer and independent contractor in Chattanooga, Tennessee. He has more than 12 years of experience in the IT field, with a wide range of exposure including software development, deploying and maintaining virtual infrastructure, storage administration and Windows administration.

One thought on “Exchange IMAP Over SSL Not Working

  1. Scott

    This solved the error I was getting in my Thunderbird clients of “You may have exceeded the maximum number of connections to this server.”

    Reply

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