Zimbra SSL Installation With Let's Encrypt [Update: 2024 ]

Learn how to install a Let’s Encrypt SSL Certificate on your Zimbra Mail Server with our detailed guide. This tutorial will help you implement Zimbra SSL Installation to secure your email communication using POP3/IMAP/SMTP over TLS and enable HTTPS access to the Zimbra web console. Follow these steps to effectively use LetsEncrypt SSL with Zimbra and ensure your server is protected.

Installing Zimbra SSL Installation With Let’s Encrypt

Prerequisites

Certbot or a similar tool to obtain a Let’s Encrypt certificate
A domain properly configured in your DNS

Installing Certbot

First, download Certbot, make it executable, and move it to the appropriate directory:

https://dl.eff.org/certbot-auto
chmod +x certbot-auto
sudo mv certbot-auto /usr/local/bin

https://dl.eff.org/certbot-auto

chmod +x certbot-auto

sudo mv certbot-auto /usr/local/bin

Once installed, verify that Certbot is working correctly by checking its version:

certbot-auto --version

1	certbot-auto --version

If everything is set up properly, you should see something like this:


Unofficial certbot-auto version detected, self-upgrade is disabled: 1.9.0.dev0
Creating virtual environment...
Installing Python packages...
Installation succeeded.
certbot 1.8.0

Unofficial certbot-auto version detected, self-upgrade is disabled: 1.9.0.dev0

Creating virtual environment...

Installing Python packages...

Installation succeeded.

certbot 1.8.0

Create SSL with ISRG Root X1

UPDATE:
As of September 30, 2021, the ~~IdenTrust DST Root CA X3~~ has expired, but don’t worry! The new ISRG Root X1, which is cross-signed, will be valid until September 30, 2024.

Now, we’re using ISRG Root X1.

To create your SSL certificate with ISRG Root X1, run the following command:

certbot-auto certonly --standalone --preferred-chain "ISRG Root X1"

1	certbot-auto certonly --standalone --preferred-chain "ISRG Root X1"

Stop Zimbra Proxy Service

Before proceeding, you’ll need to stop certain Zimbra services like zimbra-proxy and zimbra-mailboxd:

sudo su - zimbra -c "zmproxyctl stop"
Stopping proxy...done.

sudo su - zimbra -c "zmmailboxdctl stop"
Stopping mailboxd...done.

sudo su - zimbra -c "zmproxyctl stop"

Stopping proxy...done.

sudo su - zimbra -c "zmmailboxdctl stop"

Stopping mailboxd...done.

Install Let’s Encrypt SSL for Your Hostname

Now, install the Let’s Encrypt SSL certificate for your domain:

certbot-auto certonly --standalone -d mail.gemaroprek.com -d mail.secondarydomain.com

1	certbot-auto certonly --standalone -d mail.gemaroprek.com -d mail.secondarydomain.com

Check your certificates in the following directory:

ls -lh /etc/letsencrypt/live/

1	ls -lh /etc/letsencrypt/live/

Create a Directory for Zimbra SSL

Create a new directory to store the SSL files for Zimbra:

sudo mkdir /opt/zimbra/ssl/letsencrypt

1	sudo mkdir /opt/zimbra/ssl/letsencrypt

Then, change the directory’s ownership to Zimbra:

chown -R zimbra:zimbra /opt/zimbra/ssl/letsencrypt/mail.gemaroprek.com

1	chown -R zimbra:zimbra /opt/zimbra/ssl/letsencrypt/mail.gemaroprek.com

In this directory, you’ll find the following files:

cert.pem: The actual SSL certificate.
chain.pem: The certificate chain file.
fullchain.pem: A combination of cert.pem and chain.pem.
privkey.pem: The private key for the certificate.

Setup Your Zimbra with Let’s Encrypt SSL Certificate

Create directory that will hold Let’s Encrypt certificates for Zimbra Server.

sudo mkdir /opt/zimbra/ssl/letsencrypt

1 2	sudo mkdir /opt/zimbra/ssl/letsencrypt

Copy Certificate files.

CERTPATH=/etc/letsencrypt/live/mail.gemaroprek.com
sudo cp  $CERTPATH/* /opt/zimbra/ssl/letsencrypt/

CERTPATH=/etc/letsencrypt/live/mail.gemaroprek.com

sudo cp $CERTPATH/* /opt/zimbra/ssl/letsencrypt/

Confirm files are copied successfully.

ls /opt/zimbra/ssl/letsencrypt/
cert.pem  chain.pem  fullchain.pem  privkey.pem  README

ls /opt/zimbra/ssl/letsencrypt/

cert.pem chain.pem fullchain.pem privkey.pem README

NOTE: We now need to build a proper Intermediate CA plus Root CA. You must to use the IdenTrust root Certificate and merge it after the chain.pem

~~https://letsencrypt.org/certs/trustid-x3-root.pem.txt~~
ISRG Root X1

cat $CERTPATH/chain.pem | sudo tee /opt/zimbra/ssl/letsencrypt/zimbra_chain.pem

1 2	cat $CERTPATH/chain.pem \| sudo tee /opt/zimbra/ssl/letsencrypt/zimbra_chain.pem

View the file contents:

-----BEGIN CERTIFICATE-----

MIIFFjCCAv6gAwIBAgIRAJErCErPDBinU/bWLiWnX1owDQYJKoZIhvcNAQELBQAw

TzELMAkGA1UEBhMCVVMxKTAnBgNVBAoTIEludGVybmV0IFNlY3VyaXR5IFJlc2Vh

cmNoIEdyb3VwMRUwEwYDVQQDEwxJU1JHIFJvb3QgWDEwHhcNMjAwOTA0MDAwMDAw

WhcNMjUwOTE1MTYwMDAwWjAyMQswCQYDVQQGEwJVUzEWMBQGA1UEChMNTGV0J3Mg

RW5jcnlwdDELMAkGA1UEAxMCUjMwggEiMA0GCSqGSIb3DQEBAQUAA4IBDwAwggEK

AoIBAQC7AhUozPaglNMPEuyNVZLD+ILxmaZ6QoinXSaqtSu5xUyxr45r+XXIo9cP

R5QUVTVXjJ6oojkZ9YI8QqlObvU7wy7bjcCwXPNZOOftz2nwWgsbvsCUJCWH+jdx

sxPnHKzhm+/b5DtFUkWWqcFTzjTIUu61ru2P3mBw4qVUq7ZtDpelQDRrK9O8Zutm

NHz6a4uPVymZ+DAXXbpyb/uBxa3Shlg9F8fnCbvxK/eG3MHacV3URuPMrSXBiLxg

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/kiFHaFpriV1uxPMUgP17VGhi9sVAgMBAAGjggEIMIIBBDAOBgNVHQ8BAf8EBAMC

AYYwHQYDVR0lBBYwFAYIKwYBBQUHAwIGCCsGAQUFBwMBMBIGA1UdEwEB/wQIMAYB

Af8CAQAwHQYDVR0OBBYEFBQusxe3WFbLrlAJQOYfr52LFMLGMB8GA1UdIwQYMBaA

FHm0WeZ7tuXkAXOACIjIGlj26ZtuMDIGCCsGAQUFBwEBBCYwJDAiBggrBgEFBQcw

AoYWaHR0cDovL3gxLmkubGVuY3Iub3JnLzAnBgNVHR8EIDAeMBygGqAYhhZodHRw

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CkcheAmCJ8MqyJu5zlzyZMjAvnnAT45tRAxekrsu94sQ4egdRCnbWSDtY7kh+BIm

lJNXoB1lBMEKIq4QDUOXoRgffuDghje1WrG9ML+Hbisq/yFOGwXD9RiX8F6sw6W4

avAuvDszue5L3sz85K+EC4Y/wFVDNvZo4TYXao6Z0f+lQKc0t8DQYzk1OXVu8rp2

PTNlclQtgaDqw+34IL9fzLdwALduO/ZelN7kIJ+m74uyA+eitRY8kc607TkC53wl

ikfmZW4/RvTZ8M6UK+5UzhK8jCdLuMGYL6KvzXGRSgi3yLgjewQtCPkIVz6D2QQz

CkcheAmCJ8MqyJu5zlzyZMjAvnnAT45tRAxekrsu94sQ4egdRCnbWSDtY7kh+BIm

lJNXoB1lBMEKIq4QDUOXoRgffuDghje1WrG9ML+Hbisq/yFOGwXD9RiX8F6sw6W4

avAuvDszue5L3sz85K+EC4Y/wFVDNvZo4TYXao6Z0f+lQKc0t8DQYzk1OXVu8rp2

nLRbwHOoq7hHwg==

-----END CERTIFICATE-----

-----BEGIN CERTIFICATE-----

MIIFYDCCBEigAwIBAgIQQAF3ITfU6UK47naqPGQKtzANBgkqhkiG9w0BAQsFADA/

MSQwIgYDVQQKExtEaWdpdGFsIFNpZ25hdHVyZSBUcnVzdCBDby4xFzAVBgNVBAMT

DkRTVCBSb290IENBIFgzMB4XDTIxMDEyMDE5MTQwM1oXDTI0MDkzMDE4MTQwM1ow

TzELMAkGA1UEBhMCVVMxKTAnBgNVBAoTIEludGVybmV0IFNlY3VyaXR5IFJlc2Vh

cmNoIEdyb3VwMRUwEwYDVQQDEwxJU1JHIFJvb3QgWDEwggIiMA0GCSqGSIb3DQEB

AQUAA4ICDwAwggIKAoICAQCt6CRz9BQ385ueK1coHIe+3LffOJCMbjzmV6B493XC

ov71am72AE8o295ohmxEk7axY/0UEmu/H9LqMZshftEzPLpI9d1537O4/xLxIZpL

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LtFJV4yAdLbaL9A4jXsDcCEbdfIwPPqPrt3aY6vrFk/CjhFLfs8L6P+1dy70sntK

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G6WkJ/uBtbQf7c/NNOKBzOkl3cyGUmJ4tTQXc3xBgAXQqX1h5h1frndkIQcz9SM=

wget -O - https://gist.githubusercontent.com/GemarOprek/b0d4065254cfe73c2a594cb2021c89a4/raw/700651a70dc4e57dfeac89765b14184d328daaea/letsencryptCA.txt | sudo tee /opt/zimbra/ssl/letsencrypt/zimbra_chain.pem

1 2	wget -O - https://gist.githubusercontent.com/GemarOprek/b0d4065254cfe73c2a594cb2021c89a4/raw/700651a70dc4e57dfeac89765b14184d328daaea/letsencryptCA.txt \| sudo tee /opt/zimbra/ssl/letsencrypt/zimbra_chain.pem

Set Correct Directory Permissions:

First, make sure the directory containing the Let’s Encrypt certificates has the right permissions. This ensures that only the zimbra user has full access.

sudo chown -R zimbra:zimbra /opt/zimbra/ssl/letsencrypt/

1	sudo chown -R zimbra:zimbra /opt/zimbra/ssl/letsencrypt/

Verify Access as the zimbra User

$ ls -lha /opt/zimbra/ssl/letsencrypt/
total 124K
drwxr-xr-x   2 zimbra zimbra  117 Jun 19 23:29 .
drwxr-xr-x. 87 zimbra zimbra 4.0K Sep  1 03:30 ..
-rw-r--r--   1 zimbra zimbra  692 Jun 19 23:29 README
-rw-r--r--   1 zimbra zimbra 1.9K Jun 19 23:29 cert.pem
-rw-r--r--   1 zimbra zimbra  91K Sep  1 03:30 chain.pem
-rw-r--r--   1 zimbra zimbra 5.5K Jun 19 23:29 fullchain.pem
-rw-------   1 zimbra zimbra 1.7K Jun 19 23:29 privkey.pem
-rw-r--r--   1 zimbra zimbra 4.9K Jun 19 23:29 zimbra_chain.pem

$ ls -lha /opt/zimbra/ssl/letsencrypt/

total 124K

drwxr-xr-x 2 zimbra zimbra 117 Jun 19 23:29 .

drwxr-xr-x. 87 zimbra zimbra 4.0K Sep 1 03:30 ..

-rw-r--r-- 1 zimbra zimbra 692 Jun 19 23:29 README

-rw-r--r-- 1 zimbra zimbra 1.9K Jun 19 23:29 cert.pem

-rw-r--r-- 1 zimbra zimbra 91K Sep 1 03:30 chain.pem

-rw-r--r-- 1 zimbra zimbra 5.5K Jun 19 23:29 fullchain.pem

-rw------- 1 zimbra zimbra 1.7K Jun 19 23:29 privkey.pem

-rw-r--r-- 1 zimbra zimbra 4.9K Jun 19 23:29 zimbra_chain.pem

Verify Your Zimbra SSL Installation

Run the following command to ensure your commercial certificate is set up correctly. The result should show OK if everything is correct.

sudo su - zimbra -c '/opt/zimbra/bin/zmcertmgr verifycrt comm /opt/zimbra/ssl/letsencrypt/privkey.pem /opt/zimbra/ssl/letsencrypt/cert.pem /opt/zimbra/ssl/letsencrypt/zimbra_chain.pem'

1	sudo su - zimbra -c '/opt/zimbra/bin/zmcertmgr verifycrt comm /opt/zimbra/ssl/letsencrypt/privkey.pem /opt/zimbra/ssl/letsencrypt/cert.pem /opt/zimbra/ssl/letsencrypt/zimbra_chain.pem'

The result should look like this:

** Verifying '/opt/zimbra/ssl/letsencrypt/cert.pem' against '/opt/zimbra/ssl/letsencrypt/privkey.pem'
Certificate '/opt/zimbra/ssl/letsencrypt/cert.pem' and private key '/opt/zimbra/ssl/letsencrypt/privkey.pem' match.
** Verifying '/opt/zimbra/ssl/letsencrypt/cert.pem' against '/opt/zimbra/ssl/letsencrypt/zimbra_chain.pem'
Valid certificate chain: /opt/zimbra/ssl/letsencrypt/cert.pem: OK
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** Verifying '/opt/zimbra/ssl/letsencrypt/cert.pem' against '/opt/zimbra/ssl/letsencrypt/privkey.pem'

Certificate '/opt/zimbra/ssl/letsencrypt/cert.pem' and private key '/opt/zimbra/ssl/letsencrypt/privkey.pem' match.

** Verifying '/opt/zimbra/ssl/letsencrypt/cert.pem' against '/opt/zimbra/ssl/letsencrypt/zimbra_chain.pem'

Valid certificate chain: /opt/zimbra/ssl/letsencrypt/cert.pem: OK

Backup Current Certificate Files (Optional)

If you want, you can back up the current certificate files before making changes.

sudo cp -a /opt/zimbra/ssl/zimbra /opt/zimbra/ssl/zimbra.$(date "+%Y%m%d-%H%M")

1	sudo cp -a /opt/zimbra/ssl/zimbra /opt/zimbra/ssl/zimbra.$(date "+%Y%m%d-%H%M")

Copy the Private Key to the Zimbra SSL Path

Next, copy the private key to the Zimbra SSL directory and set the correct permissions.

sudo cp /opt/zimbra/ssl/letsencrypt/privkey.pem /opt/zimbra/ssl/zimbra/commercial/commercial.key
sudo chown zimbra:zimbra /opt/zimbra/ssl/zimbra/commercial/commercial.key

1 2	sudo cp /opt/zimbra/ssl/letsencrypt/privkey.pem /opt/zimbra/ssl/zimbra/commercial/commercial.key sudo chown zimbra:zimbra /opt/zimbra/ssl/zimbra/commercial/commercial.key

Deploy the New Zimbra Install Let’s Encrypt

Finally, deploy the new Let’s Encrypt certificate to Zimbra.

sudo su - zimbra -c '/opt/zimbra/bin/zmcertmgr deploycrt comm /opt/zimbra/ssl/letsencrypt/cert.pem /opt/zimbra/ssl/letsencrypt/zimbra_chain.pem'

1	sudo su - zimbra -c '/opt/zimbra/bin/zmcertmgr deploycrt comm /opt/zimbra/ssl/letsencrypt/cert.pem /opt/zimbra/ssl/letsencrypt/zimbra_chain.pem'

The installation result should be displayed.

** Verifying '/opt/zimbra/ssl/letsencrypt/cert.pem' against '/opt/zimbra/ssl/zimbra/commercial/commercial.key'
Certificate '/opt/zimbra/ssl/letsencrypt/cert.pem' and private key '/opt/zimbra/ssl/zimbra/commercial/commercial.key' match.
** Verifying '/opt/zimbra/ssl/letsencrypt/cert.pem' against '/opt/zimbra/ssl/letsencrypt/zimbra_chain.pem'
Valid certificate chain: /opt/zimbra/ssl/letsencrypt/cert.pem: OK
** Copying '/opt/zimbra/ssl/letsencrypt/cert.pem' to '/opt/zimbra/ssl/zimbra/commercial/commercial.crt'
** Copying '/opt/zimbra/ssl/letsencrypt/zimbra_chain.pem' to '/opt/zimbra/ssl/zimbra/commercial/commercial_ca.crt'
** Appending ca chain '/opt/zimbra/ssl/letsencrypt/zimbra_chain.pem' to '/opt/zimbra/ssl/zimbra/commercial/commercial.crt'
** Importing cert '/opt/zimbra/ssl/zimbra/commercial/commercial_ca.crt' as 'zcs-user-commercial_ca' into cacerts '/opt/zimbra/common/lib/jvm/java/lib/security/cacerts'
** NOTE: restart mailboxd to use the imported certificate.
** Saving config key 'zimbraSSLCertificate' via zmprov modifyServer mail.computingforgeeks.com...ok
** Saving config key 'zimbraSSLPrivateKey' via zmprov modifyServer mail.computingforgeeks.com...ok
** Installing imapd certificate '/opt/zimbra/conf/imapd.crt' and key '/opt/zimbra/conf/imapd.key'
** Copying '/opt/zimbra/ssl/zimbra/commercial/commercial.crt' to '/opt/zimbra/conf/imapd.crt'
** Copying '/opt/zimbra/ssl/zimbra/commercial/commercial.key' to '/opt/zimbra/conf/imapd.key'
** Creating file '/opt/zimbra/ssl/zimbra/jetty.pkcs12'
** Creating keystore '/opt/zimbra/conf/imapd.keystore'
** Installing ldap certificate '/opt/zimbra/conf/slapd.crt' and key '/opt/zimbra/conf/slapd.key'
** Copying '/opt/zimbra/ssl/zimbra/commercial/commercial.crt' to '/opt/zimbra/conf/slapd.crt'
** Copying '/opt/zimbra/ssl/zimbra/commercial/commercial.key' to '/opt/zimbra/conf/slapd.key'
** Creating file '/opt/zimbra/ssl/zimbra/jetty.pkcs12'
** Creating keystore '/opt/zimbra/mailboxd/etc/keystore'
** Installing mta certificate '/opt/zimbra/conf/smtpd.crt' and key '/opt/zimbra/conf/smtpd.key'
** Copying '/opt/zimbra/ssl/zimbra/commercial/commercial.crt' to '/opt/zimbra/conf/smtpd.crt'
** Copying '/opt/zimbra/ssl/zimbra/commercial/commercial.key' to '/opt/zimbra/conf/smtpd.key'
** Installing proxy certificate '/opt/zimbra/conf/nginx.crt' and key '/opt/zimbra/conf/nginx.key'
** Copying '/opt/zimbra/ssl/zimbra/commercial/commercial.crt' to '/opt/zimbra/conf/nginx.crt'
** Copying '/opt/zimbra/ssl/zimbra/commercial/commercial.key' to '/opt/zimbra/conf/nginx.key'
** NOTE: restart services to use the new certificates.
** Cleaning up 3 files from '/opt/zimbra/conf/ca'
** Removing /opt/zimbra/conf/ca/ca.key
** Removing /opt/zimbra/conf/ca/6703d76b.0
** Removing /opt/zimbra/conf/ca/ca.pem
** Copying CA to /opt/zimbra/conf/ca
** Copying '/opt/zimbra/ssl/zimbra/ca/ca.key' to '/opt/zimbra/conf/ca/ca.key'
** Copying '/opt/zimbra/ssl/zimbra/ca/ca.pem' to '/opt/zimbra/conf/ca/ca.pem'
** Creating CA hash symlink '6703d76b.0' -> 'ca.pem'
** Creating /opt/zimbra/conf/ca/commercial_ca_1.crt
** Creating CA hash symlink '4f06f81d.0' -> 'commercial_ca_1.crt'
** Creating /opt/zimbra/conf/ca/commercial_ca_2.crt
** Creating CA hash symlink '2e5ac55d.0' -> 'commercial_ca_2.crt'

Restart Zimbra Services

To apply the changes, restart the Zimbra services with the following command:

sudo su - zimbra -c "zmcontrol restart"

1	sudo su - zimbra -c "zmcontrol restart"

And that’s it! You’ve successfully installed SSL on your Zimbra Mail Server. For certificate renewal, follow these steps:

Stop Zimbra Services
Renew your Let’s Encrypt SSL certificate
Then, follow the remaining steps from Install Let’s Encrypt SSL for Your Hostname or you can make your own script

Looking to streamline your Zimbra Mail Server setup and ensure seamless SSL certificate integration? We offer professional installation and maintenance services to keep your email communications secure and efficient.

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Zimbra SSL Installation With Let's Encrypt [Update: 2024 ]

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Zimbra SSL Installation With Let's Encrypt [Update: 2024 ]

Installing Zimbra SSL Installation With Let’s Encrypt

Prerequisites

Installing Certbot

Create SSL with ISRG Root X1

Stop Zimbra Proxy Service

Install Let’s Encrypt SSL for Your Hostname

Create a Directory for Zimbra SSL

Setup Your Zimbra with Let’s Encrypt SSL Certificate

Verify Access as the zimbra User

Verify Your Zimbra SSL Installation

Backup Current Certificate Files (Optional)

Copy the Private Key to the Zimbra SSL Path

Deploy the New Zimbra Install Let’s Encrypt

Restart Zimbra Services

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