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Confluence SMTPs

At time of writing, Confluence (4.3) doesn’t easily support sending email via SMTPs, which makes using it with Google Apps a bit difficult. At GLiNTECH we worked around the issue using stunnel.

We run Confluence on Ubuntu and stunnel is available in the apt repository so is a cinch to set up...

sudo apt-get update
sudo apt-get install stunnel4

You’ll need to enable stunnel to start, so edit /etc/default/stunnel and set:


You’ll need to create a certificate and private key (pem). This can be done quickly using openssl:

openssl req  -x509 -nodes -days 365  -newkey rsa:1024 -keyout stunnel.pem -out stunnel.pem

Move stunnel.pem to /etc/stunnel/stunnel.pem

Create /etc/stunnel/stunnel.conf with the following contents

chroot = /var/lib/stunnel4/
setuid = stunnel4
setgid = stunnel4
pid = /stunnel4.pid
socket = l:TCP_NODELAY=1
socket = r:TCP_NODELAY=1
client = yes
cert = /etc/stunnel/stunnel.pem
options = NO_SSLv2
options = SINGLE_DH_USE
accept  = 110
connect = pop.gmail.com:995
accept  = 143
connect = imap.gmail.com:993
accept  = 25
connect = smtp.gmail.com:465

Start Stunnel with sudo /etc/init.d/stunnel start

Now configure Confluence to use Stunnel as it’s SMTP server:

Test it out by sending a test email...


All done with zero downtime!