Tag Archives: Exchange

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