Tag Archives: Sierra

Let’s Encrypt on a macOS machine running 10.12.6 and Server.app

Are you doing your web hosting with Server.app? You’re probably not the biggest fan of it, but it works, so… let’s keep on keeping on. Do you want to have a free SSL certificate from Let’s Encrypt? Well, I found some really bad guides, so this is much better.

*Hat tip to MacAdmins slack for a few key points

Open up your Terminal.app (Go to the Go menu, choose Utilities, double-click on Terminal). This isn’t even a step, you should know this.

Step One – Install Homebrew

/usr/bin/ruby -e "$(curl -fsSL https://raw.githubusercontent.com/Homebrew/install/master/install)"

At this point, you will be prompted to press RETURN to continue. Press the return key.

It will then start downloading and installing Homebrew.

Install XCode Select

Turns out you need XCode Select installed, too. So I ran this code.

xcode-select --install

That popped up a dialogue box, I said Install.

This install took a few minutes, and then once it was done, I was ready to install certbot.

Install certbot

brew install certbot

That easy? Aye!

Get a Certificate!

We’re almost there. Now to get a certificate from Let’s Encrypt.

sudo certbot certonly

It will prompt you to know what type of server you have. Choose 3: Place files in webroot directory.

It will prompt you to provide the fully qualified domain name (FQDN) for the server. Such as neverhadtofight.com

It will then create some files in a subdirectory called .well-known to confirm you have ownership of this website. Once that’s done it will save the .pem files for you.

Transfer the .pem files to desktop

Using the cp command enter these to copy your files.

Replace <<FQDN>> with your FQDN. Replace <<USER>> with your username.

sudo cp /etc/letsencrypt/live/<<FQDN>>/privkey.pem /Users/<<USER>>/Desktop/privkey.pem
sudo cp /etc/letsencrypt/live/<<FQDN>>/fullchain.pem /Users/<<USER>>/Desktop/fullchain.pem

Hooray, now these files are on your desktop.

Install Certs

Open Server.app

Go to Certificates.

Click on the +

Choose Import Certificate Identity…

Drag and drop the two .pem files and BAM



macOS Sierra Beta

Apple has been seeding developer previews of macOS Sierra (10.12) since the Worldwide Developer Conference in June. I installed developer preview 6 and have been using that and version 7 since their release. Fortunately, everything seems to be running quite well.

One of the features of 10.12 is Siri on your Mac. The one thing I use Siri for the most is the clock functions. Timers and alarms. I tried setting a timer on my Mac using Siri, and there’s no functionality for that in 10.12.

Perhaps Apple will add this functionality. In the mean time we are seeing SiriKit being made available to iOS developers in iOS 10, so perhaps we’ll see something similar in macOS 10.13.

Siri on macOS