Installing JIRA from scratch, Part 3: Reverse Proxies and Final Tweaks

So welcome back to the third (and final) post about installing JIRA from a clean linux setup. Last week we deviated a bit from this series, but there was a reason. I needed the extra time to study, and well, this is going to be a long post.

Study for what you say? I’m glad you asked! As of last Thursday, I can officially add this shiny thing to my resume:

So shiny…

I also took the opportunity to get my Scaling JIRA badge (ASB-SCJ) to extend my ACP-JA. But I did pass the test! Needless to say, this is an actual video me last week.

But with self-congratulations out of the way, I think it’s time we continue on with the series!

What were we working with again?

So, as it’s been a few weeks, lets take a look at where we are. We started with a clean CentOS install on a VM with the following specs:

  • OS: CentOS 7 Linux
  • RAM: 4 GB
  • Processors: 2
  • Root Hard drive of 30 GB
  • Extra Hard drive of 50 GB to house the database and JIRA’s home directory

On top of this, we installed MySQL 5.7 and JIRA Software 8.1.3, and had everything in a working state, but running off of port 8080.

However…Security Updates…

Fun fact, did you know that before I started with my current job, I had about three weeks of posts saved up to allow me to focus on my career for a bit? That means I had the Part 2 for this series finished and in the can about two weeks before it was published. And honestly, I had done the install and captured the pictures weeks before that. Which leads me to the reason I bring this up…

On Sept. 18, I got a nice message from Atlassian, letting me know about a security vulnerability. As the version I installed was not covered under this or any previous alert, I opted not to change my post to address it – opting instead to disclose the fact now. However, I do *highly* recommend you check back with this page regularly, and plan your upgrades and installs accordingly.

So why do we need a reverse proxy?

So, for most seasoned people, this will be obvious. But I’m going to cover it because it’s always helpful to explain the why of what we are doing. Especially when it seems like an extra step.

When Tim Berners-Lee created the original http protocol, he did not imagine a world where we’d be handling everything through websites. Honestly, he was just making a mechanism to share public research papers. Being public, he didn’t foresee the need for security.

The end goal of all this is to say, if you aren’t specifically using https (<-note the “S” at the end), every time you or someone logs into your JIRA instance, you are sending that password in clear text to the server. Sounds bad? It’s because it is.

The HTTPS protocol is how we fix this. It takes the web traffic you send, encrypts it in such a way that only the server can decrypt it, and sends it on to the server.

JIRA’s tomcat can do this encryption/decryption with some work and time – however, it’s not great at it. Combine that with the fact that it will use resources in your JVM heap that could go to JIRA, it’s generally agreed that this isn’t the best solution.

So we setup what’s called a “Reverse Proxy”. It sits in front of the web traffic, and handles the encryption/decryption much better than JIRA can. That is to say, JIRA will feel much more responsive while still staying secure.

Sounds Great, how do we get started?

First we need to ask: Which service we are using as a proxy? There are several options, with two being the ones most people choose: Nginx and Apache. Today I am going with Apache for two reasons.

The first, and likely most important for me, it’s what I know. I’ve been setting up some variation of LAMP servers for over 15 years now. It’s a system I know well by now.

Second, and likely most important for you: It’s the one I found documentation for on Atlassian’s knowledge base. When in doubt, follow the docs.

So…more reading material then?

You got it! In today’s reading corner, we have “Securing your Atlassian applications with Apache using SSL” from Atlassian. Thankfully it’s the only one we’ll need this week.

I’ll be deviating from it in a place or two (mainly in the Apache Configuration), but I will note where I do this. These changes are quality of life improvements, which makes my (and hopefully your) life easier.

SSL Certificates

If you are lucky, you will have someone at your company who can grant you access to – or otherwise get – an SSL Certificate for you. Unfortunately, you are the JIRA Administrator, so if you don’t have this resource, you will need to get one yourself.

You can get them from a variety of sources, but I recommend you stick with reputable Certificate Authorities. It would very much ruin your day if you went cheap just to find Mozilla or Google pulled that CA, causing your site to stop working across the internet.

For my home environment, I use a wildcard certificate from Comodo. No matter who you use, if they are reputable, they will have a knowledge base to help you through the process, so I won’t cover that at this time, instead assuming we are starting after you have received your certificate.

When I ordered mine last, I got it within the hour, so if you have to wait to get one, you won’t have long to wait.

So, what will I get when I finish

When you finish, you’ll likely get a zip or other compressed file containing, your certificate, several other certificates, and a key file. Save the key, it will look something like this.

Now you will notice my key file is missing. Please, for all that is good, keep your key secure at all times. With that file, anyone can decrypt the packets heading to your server.

Of what you can see here, we have three chain certificates, plus my certificate (Star_folden-nissen_com.crt). You will need to know what parts are what. Transfer all these files plus your key to your server’s filesystem, taking note where each is.

So, we’re finally going to do something on the server?

Yes! First thing first, we want to make sure Apache is installed on your system. Here we’ll use a variant on CentOS called httpd. This still very much is Apache, just with focus on only putting out the most important updates – in such a way that doesn’t break your configuration.

yum install httpd mod_ssl

If you need to install it, you’ll see the familiar confirmation. Type “y”, followed by enter to proceed.

Looking at the configuration directory, we should see the following files

cd /etc/httpd/;ls -lah

For the next section, we’ll be focusing in on the conf.d folder.

Configuring Apache

I told you when I’d be deviating from the Atlassian Documentation, and where it is. I like to separate each service a reverse proxy is supporting into it’s own conf file, as it makes everything easy to look through. While not expressly explained in the documentation, it doesn’t go against it, but I’d like to be clear about any deviations I make and why.

Moving into the conf.d folder, we’ll see the following files:

  • autoindex.conf
  • ssl.conf
  • userdir.conf
  • welcome.conf

Really, the only one we’ll care about today is ssl.conf, however we’ll want to disable the rest from apache. This can be done by renaming the extension of each from .conf to anything else. For example:

mv autoindex.conf autoindex.bck

After you run this for everything but ssl.conf, you should see this:

Now lets dive into ssl.conf. Open it up with the text editor of your choice (I prefer vim, but nano is admittedly much easier to learn). You will see a bunch of settings required for ssl. We’ll keep most of these, instead commenting out anything between <VirtualHost _default_:443> and </VirtualHost> (including these two lines).

After this, we are going to create a new file, “jira.conf”, and entire the following.

<VirtualHost *:80>
    ServerName <subdomain>.<domain>.com
    Redirect Permanent / https://<subdomain>.<domain>.com/

<VirtualHost *:443>
    ServerName <subdomain>.<domain>.com

    ProxyRequests Off

    <Proxy *>
         Require all granted

    ProxyPass / http://<subdomain>.<domain>.com:<port>/
    ProxyPassReverse / http://<subdomain>.<domain>.com:<port>/

    SSLEngine On
    SSLCertificateFile /path/to/your/cert.pem
    SSLCertificateKeyFile /path/to/your/privkey.pem
    SSLCertificateChainFile /path/to/your/first_chain.pem
    SSLCertificateChainFile /path/to/your/second_chain.pem
    SSLCertificateChainFile /path/to/your/nth_chain.pem


A few notes here. You need to put in as many SSLCertificateChainFile entries as you have chain files, but be sure to include them all. This example list the files in a .pem format, but in reality they can be any number of different file extensions, so don’t think you need to chain it to be a .pem specifically.

But what if I have my JIRA on a sub-directory?

This is supported, but we’ll need to make Apache aware of this fact. Assuming your sub-directory is <subdomain>.<domain>/<contextpath>, we’ll get

<VirtualHost *:80>
    ServerName <subdomain>.<domain>.com
    Redirect Permanent /<contextpath> https://<subdomain>.<domain>.com/<contextpath>

<VirtualHost *:443>
    ServerName <subdomain>.<domain>.com

    ProxyRequests Off

    <Proxy *>
         Require all granted

    ProxyPass /<contextpath> http://<subdomain>.<domain>.com:<port>/<contextpath>
    ProxyPassReverse /<contextpath> http://<subdomain>.<domain>.com:<port>/<contextpath>

    SSLEngine On
    SSLCertificateFile /path/to/your/cert.pem
    SSLCertificateKeyFile /path/to/your/privkey.pem
    SSLCertificateChainFile /path/to/your/first_chain.pem
    SSLCertificateChainFile /path/to/your/second_chain.pem
    SSLCertificateChainFile /path/to/your/nth_chain.pem


Please note the subdirectory here includes a leading slash, but not a trailing one. Be sure yours looks like that as well, otherwise you will have problems.

Also keep note of what you have as <contextpath> – we’ll need it again here in a bit.

So what now?

Before bringing Apache online, we’ll need to test the configuration.

apachectl configtest

Assuming everything is alright, you’ll see a “Syntax OK”. It won’t catch every problem, but it will catch some, which is better than nothing.

Next we’ll need to allow firewall traffic to ports 80 and 443:

firewall-cmd --zone=public --permanent --add-service=http
firewall-cmd --zone=public --permanent --add-service=https
firewall-cmd --reload;

And finally, we need to tell SELinux that Apache can be allowed to do an HTTP Relay.

setsebool httpd_can_network_relay on

After all of these steps are completed, we can start, enable and test our JIRA proxy

systemctl start httpd
systemctl status httpd
systemctl enable httpd

And we’re done?

If you’ve done everything correctly, browsing to your JIRA Server on port 80 should automatically redirect you to port 443 and show JIRA.

Note: if you are using a subdirectory, JIRA will not come up at all. But you should still see a secure connection. We’ll fix this in a later section.

Notice the notification bar across the bottom. This is because we need to make JIRA aware it is running through a proxy.

On the filesystem, navigate to <jira_install_dir>/conf/, and open up server.xml in your text editor of choice. You should see something like this.

Under the connections section, add the following without modifying anything else in there.

scheme="https" proxyName="<subdomain>.<domain>.com" proxyPort="443"

When done, the connector should look something like this:

Remember that context path from earlier?

If you are hosting your JIRA on a subdirectory, you will need to make JIRA aware of that here as well. Go down to the context section, and where it says path, enter “/<contextpath>”. As with earlier, note the leading slash, and do not put a trailing one. It should look something like this when you are done.

Anytime you make changes to server.xml, they will not be reflected until you restart JIRA.

systemctl restart jira;tail -f <jira_home_dir>/atlassian/application-data/jira/log/atlassian-jira.log

This should restart JIRA if you have installed it as a service, and then bring up the log file for you to follow as it boots. Anytime you make changes to configuration files, it’s always a good idea to monitor the logs during startup – just to make sure the system comes up cleanly.

SO ARE WE DONE NOW!?!?!?!?!?

Uh…no. We have two last things to do. If we go to the site now, we no longer see that notification bar. HOWEVER, if we log into our admin account, we see the following message.

Here, we simply click “Update Jira’s base URL” and it should update to the URL you are accessing it from.

While we here, we also want to run a health check by going to Administration -> System -> Troubleshooting and support tools. If all the steps were followed, everything should be green. If not, the items not in a passing state will link to documents to help you fix it.

And finally, we want to remove the firewall exception we setup to initially access JIRA during setup.

 firewall-cmd --zone=public --remove-port=8080/tcp

And now, we are done!

Congratulations! You know have a production ready JIRA instance. It’s a good bit of work, but we’ve made it! Go, take a break, relax for a few minutes. There are still steps you will need to do like add users (or preferably, a user directory), setup projects, and in general be *that* guy at your company. But for the moment, this task at least is done.

It’s been quiet the journey. I get it, this isn’t a trivial process. To help, I’ve long had a checklist that I follow to make sure I hit each step – and I’ve decided to make it public. Hey, if it’s good enough for a pilot preparing for takeoff, why not use it as an Admin preparing for a Production instance. You can access it in the link below

And Some closing notes

I’ve seen some people reminding me that the Atlassian JIRA Cloud offering is still a thing, and requires a lot less setup. And you are right! There are customers who need will need something quick, and have no need to learn how to set it up the way I have. For these customers, absolutely use JIRA Cloud. It does have it’s limit, but for small shops, it’s really the best option.

That being said, there are companies that don’t have that option. Either internal policies or relevant laws say they cannot have a cloud instance of JIRA. And they may not know the first thing about setting up a production ready instance. Those are the people I wrote this guide for.

Knowledge isn’t meant to be trapped and kept forever. It’s for us to share after we learn it, so that it can live on well beyond our time. I consider this just the start of giving back the knowledge I have gained from the greater Atlassian community.

So – as of this writing, I’m not actually sure what next weeks post will be about. I have several ideas, just not sure which one to chose. If you have anything you would like to hear me talk about, please let me know in the comments below! Until then, this is Rodney, asking “Have you updated your JIRA issues today?”

Installing JIRA from scratch, Part 2: JIRA

So, last week we took a look at the process to install MySQL to a server, and set it up to work with JIRA. I’d like to keep the momentum up with the actual JIRA install. Although this will feel like a lot of steps, I can usually do a DB and JIRA install in about an hour. It’s exhausting, but possible.

This isn’t a race though. Unless I have reason to rush, I’ll still take my time, double check each step, and use a checklist to make sure I’m not missing any steps. An ounce of prevention is worth a pound of cure, after all. So, lets get started!


The first question you should have in mind is your target version. Technically, you should have considered this first as it will impact what Databases and platforms are compatible, but I had already decided that I would be targeting Version 8.1.X – mainly because I already had it downloaded!

The first place I like to look when deciding a target version for an install or an upgrade is the Atlassian JIRA release notes. This will give you all the details about what versions are released, and what new features and bug fixes were included in that release. I love how Atlassian does their release notes. One of my biggest pet peeves is when a company has “Generic bug fixes” as their release notes – I mean my job is to manage a system to tell you exactly what you fixed!

Second thing I consider is also a bit of advice I’ll give to any admins out there. As a personal policy, I never install a version that ends in “0”. If it has two zeros, the policy stands doubly so. Nothing against Atlassian, they make comparatively good software.

However, I’ve worked with software companies, and remember the mad rush that follows any software release ending in zero. There are always bugs, and a dash to fix them. It’s also, incidentally, why I put a blackout window a month before through two weeks after any software release, where no changes to JIRA or Confluence are allowed.

Directory Layout

Now that you’ve have a target in mind, comes the next step. JIRA has two main directories on the file system it cares about, the Install Directory and the Home Directory. Took me forever to understand the difference, and what does what. However, it’s a good thing to learn now, as it will save you a good bit of time in hunting down problems.

Install Directory

The Install directory is where the files that make JIRA run live. With the exception of two or three configuration files, you should not modify anything in here. And if you do, be sure to follow Atlassian’s documentation.

You will typically find this directory at /opt/atlassian/jira, and this one I suggest keeping to the default location.

Home Directory

Unlike the Install Directory, JIRA’s home directory is where everything that makes your JIRA instance unique lives. Here you will find details about how JIRA connects to the Database, any saved attachments, log files, exports, and the Index.

That is why I like to keep it on a separate drive. Considering what all is stored in the JIRA Home Directory, it will grow considerably over your instances lifetime. It is also important that you have it on the fastest hardware you can afford. The speed at which JIRA can access it’s index will have a significant impact on both re-indexing times and JIRA’s performance overall.

By default, you can find the JIRA home at ‘/var/atlassian/application-data/jira’. However, if you have installed it in another location, you can use the command below to find where it is (assuming you know where the JIRA install directory is).

cat <jira_install_dir>/atlassian-jira/WEB-INF/classes/ | grep "jira.home = " | cut -d ' ' -f 3 | tr -d '\r'

Documents…always with the Documents

If you haven’t realized it yet, there is a lot of reading in being an admin. This week we are going to be looking at two documents: one new one and one returning one.

Our first document is Atlassian’s guide to installing JIRA on Linux. It includes a checklist of things to check before you install, and a rundown of how to do it. For this I will be using the Installer, and installing it as a service.

You can also do an install from a tar.gz archive, but this is a more intense process, and honestly one I find more ideal for automated installations and upgrades than something for a human to do. There are people who will swear by it, and in fact sometimes there’s some bug in Linux or the installer that forces you to consider an archive install, but whenever possible I’d rather not complicate things. “Keep it stupid simple” was something my engineering professors would chant whenever possible.

Our next document is the Atlassian MySQL document from last week. Eagle-eyed Admins would have noticed that I missed a step of that doc last week. This was intentional, as you cannot complete this step until you’ve installed JIRA, so we’ll be revisiting that when the time comes.

Getting the Installer

To get the installer, I’ll go to the JIRA Download Page, the click All Versions. From there, I’ll navigate to my target version, then select “Linux 64 bit”. At this time I have the same options of downloading it to my local computer and transfering it, or using wget to download it directly to the server. Be sure if you do the latter, that the URL you copy ends with the file extension “.bin”. The link to the download should be the “Get started” button that lights up after you agree to the Atlassian Software License Agreement, if you wish to copy/past it to the server.

Once you download or transfer it to your server, you will need to modify the permission so you can run the file. You can do so with the following command:

chmod 755 ./atlassian-jira-software-*.bin

This command uses a wildcard, so it should work for all future versions of JIRA – or at least until Atlassian changes the naming convention on their releases.

Running the Installer

Now comes the bit we’ve all been waiting for. Running the installer. I’m not going to lie to you, this part is going to be dry. There’s no help for it.

Anyways, to start it, just type in the file into your command line. If you wish to run JIRA as a service, you will need to either run this as root or run this in sudo.


The first question it will ask is if you really want to install JIRA here. Take a moment to confirm the JIRA package and version are correct. I intended to install JIRA Software 8.1.3, so this all checks out. Hit enter or “o” followed by enter to proceed. Press “c” then enter to cancel the installer.

The next options it gives us to to select the operation we want to proceed with. Our options are:

  1. Express Install – uses all the default options. As we want to change our home directory, this isn’t the option we want.
  2. Custom Install – This is for more advanced users, it allows you to customize where JIRA is installed, where it’s home directory is, what port it uses, etc. This will be our option today.
  3. Upgrade an Existing JIRA install – not applicable here, but this is the option people are probably more familiar with.

So, considering how we want to set this up, we’ll hit “2”, then enter

The next question is in regards to our Install Directory. We want to keep this default, so we can just hit “Enter”

After this the installer will ask for the location of our home directory. As we want to change this, I entered the location for it. The installer will create any parent folders it needs to make the final structure you put here, so I find it helps to match their default structure as much as possible. Enter your chosen directory, double check it (no really….it’s going to be a headache otherwise), and hit Enter. If you wish to keep the default, just hit “Enter” without entering anything.

Next JIRA will ask you which ports you want it to use. As JIRA does not run as root, it cannot run natively on ports 80 and 443. Unless you plan on running more than one JIRA instance on the same server, you can keep to the defaults here.

The next question will ask if you want to run JIRA as a service. What this means is two fold: first JIRA will start up as part of the server boot sequence, and second you can start/stop/restart JIRA using systemctl. So…the answer to this is “Of course!”, so you can hit enter.

The last question here before JIRA is installed is asking you to confirm all the settings you entered. Just run over them to make sure they are correct, then hit enter.

It is at this point the installer will extract the files, install everything where it is needed, and setup the service. All told this process takes about a minute. After it is done, you should see this.

We actually do not want to start JIRA yet, as we have one more step to complete before we can give it a first boot. So type “n” then enter. This will complete the installer run.

After the Installer

As stated, we need to install the MySQL JDBC connector into JIRA. Due to licensing constraints, Atlassian is not allowed to distribute this as part of their software, so this is a step we must take.

To download this, we’ll need to look at the MySQL page for this. As always, choose your download method for this and move it onto the server. I will download the compressed TAR Archive as the tools for that are pretty common on linux servers.


I will then need to decompress the file with the following command:

tar -xzvf ./mysql-connector-java-5.1.48.tar.gz

After I’ve extracted the files I’ll need to copy the given file into the JIRA Install Directory.

cp ./mysql-connector-java-5.1.48/mysql-connector-java-5.1.48-bin.jar <jira_install_dir>/lib/

After this, we can finally start JIRA on the server, and start working in a web browser to finish it’s setup.

systemctl daemon-reload
systemctl start jira
systemctl status jira

The first command tells the system controller to reload what services are available – that is to say tell it to find JIRA’s service description. The second command starts JIRA, and the last is to make sure the service is up and running correctly. I recommend we take a few seconds between 2 and 3 to let things start up.

If “systemctl status jira” comes up clean, you can run the next command to make sure it comes up on boot.

systemctl enable jira

You can also use the following command to follow JIRA as it boots up. In fact, I will usually do this anytime I need to restart the JIRA service.

tail -f <jira_home_dir>/log/atlassian-jira.log


If you immediately try to jump onto the server on JIRA’s port, you may notice it fails to connect. CentOS and RHEL both use firewalld. This is a fact I’ll often forget, and sit there scratching my head for five minutes before feeling like an idiot. This is an easy fix, we just need to add an exception in there to allow traffic to flow on port 8080. This will only be temporary, because as soon as we get JIRA configured at set up, we’ll work on a proxy to handle traffic so it runs on port 80/443.

To add the exception, use the following command as sudo or root:

firewall-cmd --zone=public --add-port=8080/tcp

As the Database is located on the same server as the JIRA server, we do not need to open up port 3306 for MySQL traffic. However, if you’ve set up MySQL to run on a seperate box from JIRA, you will need to open up this port. However, we should be good to go for this build.

Post Install Setup

Assuming the system has come up cleanly and you’ve configured our firewall, you should see the above screen when you use your web browser to navigate to


You will want to select the second option marked “I’ll set it up myself”, then “next”, which will take you to the appropriate wizard.

The next screen will ask you for some details on the database. Here you will select “My Own Database”, then enter the details. The database, username, and password will have been set during the “JIRA’fying this DB” section from last week’s post.

Click “Test Connection” to be sure everything is correct before hitting “Next” to proceed. This will setup the Database. Depending on your system speeds, this will take a few minutes, so you might want to go get some water.

The next step will be some customization for your instance. You will need to put a base URL that works for now. Once we have the proxy setup, we’ll need to change it, but it will work until that time. As for the Application title, I always prefer to go with something like “Company – JIRA” or “Company – Division – JIRA” as appropriate. Just something to uniquely identify this JIRA instance within your organization.

If this is a test instance, I also like to add the word “DEV” or “TEST” at the beginning, to further emphasize this is not Production.

The next screen will ask for your license key from Atlassian. Copy/Paste it from and click next to proceed.

The next step will ask you for a admin username and password. A word of note here: Even if you intend to use Active Directory or Crowd to manage users, you will still need at least one local admin account. The reason why is you cannot edit a directory from an account associated with that directory, even if that account has the correct Admin privileges This means you will need a local account to modify that directory.

After you setup your account, it will ask you whether you want to set up a mail server. You will want to set this up before you move to production, as this is the main way JIRA communicates issue updates. That being said, you do not have to do it now, so we’ll take a pass on it today.

Click finish, and JIRA will take a second while it finalizes some system settings. However, we are not done yet!

That’s right, we need to finalize our account setup. Here you will choose the language appropriate for you, then click “Continue”

Next it will ask you for an avatar. This really isn’t required, and you can click next right away, but why would you say no to this friendly little ghost?

And finally JIRA will ask you if you want to setup a first project. Your options are:

  • See a project in action – This will create a JIRA project with some issues, so you can see how one looks when it is actively being used.
  • Create a new project – This will create a blank JIRA project from one of the default templates.
  • Import from another tool – This will allow you to import from another tool, like Bugzilla, Github, etc

As you can see, you have a good few options here. At the very least, you should be able to get something into a CSV format. I’ve done plenty of these, and can say that it will work fairly well so long as you have good clean data.

And that’s it for now!

We’ve gone from a blank server to a functioning JIRA instance! While this is definitely a milestone to celebrate, we are not quite done yet. Next week we’ll see what settings we’ll need to modify to get web traffic going through SSL.

This will require us to modify system files, setup Apache, and change some settings with JIRA itself. That being said, if you’ve made it this far you shouldn’t have any problems moving forward.

One of the things I intend to release once I finish this series is a checklist you can use as you proceed to make sure you aren’t missing any steps. When I’m going an upgrade or other maintenance, I’ll always take time beforehand to prepare one, and print it out so I can check things off as I’m doing it. I’ll even include the pre-flight checklist to make sure we are good to go.

Next week we are taking a break from this project. The last two week’s post has inspired me, and I will take a look next week to see if you can run JIRA smoothly on one of the new Raspberry Pi 4’s. Just experimenting for experiment’s sake. After that we’ll return to this project with setting up the Proxy through Apache. So until then, I’m Rodney, asking “Have you updated your JIRA issues today?”

Installing JIRA from scratch, Part 1, Database Install and Setup

When I was leaving VMware, I discovered something interesting. My junior admin – who, in two weeks, would be the senior admin – had never done an install of JIRA from scratch.

Obviously, this would not do. Over the next two weeks, we did several intensive training sessions, where I’d do an install why he took notes. Eventually we tested the new docs by having him do the install solo while I watched. He passed -with some tweaks to the documents.

Looking online, there just isn’t to many details on how to do an install from front to back. Yeah, all the pieces are there, but it’s up to a new admin to put them together – which if you’ve never done it before, can be daunting. But I intend to fix that, starting here.

My original idea for this article was to do it from the ground up. That is, setting up the VM, installing the OS, installing the prereqs, configuring the DB, installing JIRA and then the proxy. Upon reflection, I think it’s safe to assume a few things. First, you know how to setup a VM and install an OS…or at least, you know who to ask. Second, you don’t need 100% hand holding. So I will be scaling this article back some. If you are interested in how I go about setting up my VM’s and linux installs, let me know in the comments and I’ll write up that article.

OS Selection

Though I’m assuming you know how to install an OS, there is a myth that I see often: that you must run JIRA on Linux. Let me squash this right now.


My advice is to use what you know. You don’t know linux but you can run a windows server? Use that! You want to run it on a Mac in the corner? Well…that might actually be an issue. It will run, but your support from Atlassian may not be there.

I’m not saying you can ignore the supported platforms document. You should double check with your choices here. But I am saying when your choices are as varied as they are in the doc, you have options.

To me, it is much more important you be familiar and comfortable with the operating system than following the crowd. Java, by it’s design, will take care of making sure it can run on your system. I started out as a Linux Admin, and can configure and tune Linux in my sleep. So I use what I know. But you don’t have to.

That being said, with only a few considerations, you can migrate an instance from one OS to another with minimal headaches. It’s not the easiest operation ever, but can be done well enough in a change window. Just something to keep in mind.

System Setup

Okay, now that we have that out of the way, I’m going to put down a few details about how the system is setup and what assumptions I am making.

JIRA System Specs

  • OS: CentOS 7 Linux
  • Database: Latest Supported MySQL (5.7 as of the writing of this article)
  • RAM: 4 GB
  • Processors: 2
  • Root Hard drive of 30 GB
  • Extra Hard drive of 50 GB to house the database and JIRA’s home directory

So a few things I want to note here. First off, I chose four gigabytes of ram for a reason. The way I like to break down a new system is like this: 2 GB (ish) for JIRA’s Heap memory, 1 GB of Ram for MySQL, and 1 for system resources. This usually gives you enough room to grow for a bit before it gets to be a problem.

Second, I like to keep a 2:1 ratio between GB of Ram and Processors. This isn’t listed anywhere as a best practice for VM’s, just something I’ve always done, and I’ve never had a cause for change the practice. When it does cause something to happen, I may re-evaluate the practice then.

Lastly, I like to keep the JIRA Home and Database on a separate drive from the system resources. This makes monitoring easier, as these will be the two directories that will grow the most as your JIRA instance matures. It’s strictly speaking not required, but I like to think it helps in the long run, even if it is more work up-front. For my system, I’ll have it mounted to /archive.

MySQL Database Setup

JIRA, at it’s heart, is a web based front end for the Database. This makes your database choice pretty important. As of this writing, JIRA supports the following database systems:

  • PostgreSQL 9.4, 9.5, and 9.6
  • MySQL 5.6 and 5.7
  • Oracle 12cR1
  • Microsoft SQL Server 2012, 2014, and 2016
  • Azure SQL

As with the OS Selection, it’s important to use what you know. I’ve used PostgreSQL and Microsoft SQL Server in systems before, but I’ve developed queries and databases for – as well as ran and tuned as a system – MySQL. Therefore, outside of concerns for performance, I’ll use what I know best.

Slow down there!

Take a moment and think not only about the system as you currently envision it, but as you will use it years down the road. Unlike OS Selection, JIRA is very much a pain to migrate from one Database to another, requiring you to do an XML export and import on an entirely new instance on the new DB system. It may get to the point before you realize it that it becomes wholly impractical to do so.

As such, consider where you see this instance in 3 years. If you plan for this to be used by a lot of people simultaneously, PostgreSQL might be the way to go. There are use cases for Oracle, MS SQL Server, and Azure as well, all depending on how you want to use it. Now is the time to just take a second and think about it. Your future self will thank you.


While we are slowing down, there are a few documents we will need to check out.

The first document we’ll need is from MySQL. CentOS ships with MariaDB in it’s repos. Normally that’d be fine, and in some cases even preferred, but JIRA expressly doesn’t support MariaDB. As such, we’ll need to add the Yum repos for MySQL to our soon-to-be JIRA server.

Next, there’s Atlassian’s guide to setting up a MySQL database for use with JIRA. This will tell us what accounts to create, settings to set, and things to do to get MySQL running smoothly with JIRA.

These are mostly compatible with the settings you need for Confluence, Bitbucket, and Bamboo, so you can centralize the database if you so wish. However, that also introduces a huge single point of failure for your whole system, so I don’t really recommend it.

Yeah, but your scientists were so preoccupied with whether or not they could, they didn’t stop to think if they should

Dr. Ian Malcolm, Jurassic Park, 1993

Getting Started

To start with, we’ll need a way to manage yum repositories, so the first step should be to install yum-utils. This will come in handy in a few later steps, so might as well take care of it now. I will be running this as root via the esxi interface (I disable root from remote connections), but use sudo where you need to.

yum install yum-utils -y

As stated in the MySQL Document, we need to do is get the RPM for the MySQL Yum Repo onto the server. You can do this by downloading it to your local system and transferring it via scp/sftp/ftp/séance with the dead. But why. I prefer to get the link to the actual RPM (may take a couple of menus!), then use a utility called wget to retrieve it directly to the machine.


You are free to use the above command, but I can’t guarantee it will work forever, so I always suggest you double check that link against MySQL’s website and renew it as needed.

Now that we have it downloaded, we do a yum localinstall against it. This will setup Yum to have the MySQL repo.

yum localinstall ./mysql80-community-release-el7-3.noarch.rpm

So now we have the Yum Repository for MySQL installed, but we still have a problem. MySQL will default to the latest available (MySQL 8) unless we tell it otherwise. As such, we first need to see what is enabled and not. To do so, we’ll use the following command:

yum repolist all | grep mysql

We should see the following output:

Here we see three repos enabled.

  • mysql-connectors-community/x86_64
  • mysql-tools-community/x86_64
  • mysql80-community/x86/64

To disable this and enable mysql57-community, we run the following two commands, in order

yum-config-manager --disable mysql80-community
yum-config-manager --enable mysql57-community

After you run these, re-run the yum repolist command to confirm the correct repo is enabled:

Main Event Time

Install the mysql-community-server and all it’s prerequisites with the following command:

yum install mysql-community-server -y

I know this seems anticlimactic considering how much you have to do to just get here. But that is one of the beautiful things here – it’s mostly automated. The install will take a second, but not terribly long in the grand scheme of things. Once done, start the MySQL server with the command below.

systemctl start mysqld

Wait a few seconds, then query the log for the temporary password. You’ll need it here in just a second, so might as well grab it.

grep 'temporary password' /var/log/mysqld.log

Take this password and run the command:


This is a script that will guide you through locking down your MySQL instance. You will need the temporary password we just got, but you will get a chance to setup a proper root password. Please be sure to set your MySQL root password to something unique and complex. You don’t want to be the one to be hacked because your DB root password was the same as your user password.

For the rest of the questions on this script, select Yes. This is just a fast way to do all the good hygiene stuff you should do when you make a new MySQL DB.

From here, we can run one more command to make sure MySQL comes up as part of the system’s boot sequence, and we are ready to start configuring the Database for JIRA.

systemctl enable mysqld.

JIRA’fying this DB

Here’s where we’ll start following the Atlassian Document I referenced earlier. Log into the machine, either via a console or ssh, and connect to MySQL using the following:

mysql -u root -p

Here you will use the Database Root password you just set within the Secure Install script. Here we’ll run a number of queries to setup the database and user JIRA will connect through.


Yes, you do need to set it up as utf8mb4 with a collation of utf8mb4_bin. Not using these will cause JIRA to throw errors, and in some cases fail altogether. This will setup the Database with MySQL. Note that there is no requirement to call the DB “jiradb”. You are free to use any name here, though I’d recommend you use one that is readily identifiable.

Next, we’ll setup the user using this next two queries.

flush privileges;

In the GRANT statement above, we’ll replace the following as such:

  • <JIRADB> is whatever you named the database above
  • <USERNAME> is the username JIRA will use to connect to the DB
  • <JIRA_SERVER_HOSTNAME> to the name of the JIRA server (localhost in our case)
  • <PASSWORD> to the password JIRA will connect with

It’s important to security that the JIRA password be different from the root password. Don’t be that guy. Please do not be that guy.

After this, we are safe to exit MySQL (run the query ‘exit;’), and make some changes to the MySQL configuration file. This one…is very poorly named, considering history, but you can find it at /etc/my.cnf.

Yes, poorly named….

Anyways, it will ask you to make a number of changes. For the sake of brevity, I will include a copy of the config file that shall not be said aloud:




#<---- Start JIRA Specific Settings ---->
#<---- End JIRA Specific Settings ---->

Note that I’ve changed the datadir to the /archive mount I mentioned before. Not necessary, but I still feel it will be beneficial long-term. Just a note, if you also intend to move the datadir in your MySQL install, and you are running on CentOS or REHL, you will need to adjust a few Selinux policies. Just run the following commands:

yum install policycoreutils-python -y
semanage fcontext -a -t mysqld_db_t "<new_datadir>(/.*)?"
restorecon -R <new_datadir>

Edit: Future Rodney stepping in here. It seems I missed recording a few steps, so I wanted to add them.

First, if you are moving the datadir in the mysql config file, you will also need to move the physical files as well. You can do so with the following command:

rsync -av /var/lib/mysql <new_datadir>

Second, after making any changes to the MySQL config file, be sure to restart MySQL with the following. Be sure you do the file move first, as well as the Selinux policy step if you are on RHEL/CentOS.

systemctl restart mysqld

Now returning you to your regularly scheduled blog post.

And there we are!

We’ve now setup a database and configured it for Linux. I think we are going to call it here (wow this one is long) and move on to installing JIRA next week. I also have a crazy plan to see if I can install this on a Raspberry Pi 4…while not supported, I do think it *might* be possible! Of course if I do achieve that, I’ll write up a how-to on that one as well! Until then, I’m Rodney, asking “Have you updated your JIRA issues today?”