Deploy from macOS

While you can’t turn a macOS system in an AlgoVPN, you can install the Algo scripts on a macOS system and use them to deploy your AlgoVPN to a cloud provider.

Algo uses Ansible which requires Python 3. macOS does not include a version of Python 3 that you can use with Algo. (It does include an obsolete version of Python 2 installed as /usr/bin/python which you should ignore.)

You’ll need to install Python 3 before you can run Algo. Python 3 is available from several different packagers, three of which are listed below.

IMPORTANT: At this time you cannot use Python 3.8 or later with Ansible on macOS. Choose a recent version of Python 3.7 instead.

macOS 10.15 Catalina

Catalina comes with /usr/bin/python3 installed. This file, and certain others like /usr/bin/git, start out as stub files that prompt you to install the Developer Command Line Tools the first time you run them. Having git installed can be useful but whether or not you choose to install the Command Line Tools you cannot use this version of Python 3 with Algo at this time. Instead install one of the versions below.

Ansible and SSL Validation

Ansible validates SSL network connections using OpenSSL but macOS includes LibreSSL which behaves differently. Therefore each version of Python below includes or depends on its own copy of OpenSSL.

OpenSSL needs access to a list of trusted CA certificates in order to validate SSL connections. Each packager handles initializing this certificate store differently. If you see the error CERTIFICATE_VERIFY_FAILED when running Algo make sure you’ve followed the packager-specific instructions correctly, and that you’re not inadvertently running Catalina’s /usr/bin/python3.

Install Python 3

Choose one of the packagers below as your source for Python 3. Avoid installing versions from multiple packagers on the same Mac as you may encounter conflicts. In particular they might fight over creating symbolic links in /usr/local/bin.

Option 1: Install using the Homebrew package manager

If you’re comfortable using the command line in Terminal the Homebrew project is a great source of software for macOS.

First install Homebrew using the instructions on the Homebrew page.

The install command below takes care of initializing the CA certificate store.


brew install python3

After installation open a new tab or window in Terminal and verify that the command which python3 returns /usr/local/bin/python3.


brew uninstall python3

Option 2: Install a package from

If you don’t want to install a package manager you can download a Python package for macOS from


Download the most recent version of Python 3.7 and install it like any other macOS package. Then initialize the CA certificate store from Finder by double-clicking on the file Install Certificates.command found in the /Applications/Python 3.7 folder.

When you double-click on Install Certificates.command a new Terminal window will open. If the window remains blank then the command has not run correctly. This can happen if you’ve changed the default shell in Terminal Preferences. Try changing it back to the default and run Install Certificates.command again.

After installation open a new tab or window in Terminal and verify that the command which python3 returns either /usr/local/bin/python3 or /Library/Frameworks/Python.framework/Versions/3.7/bin/python3.


Unfortunately the package does not include an uninstaller and removing it requires several steps:

  1. In Finder, delete the package folder found in /Applications.
  2. In Finder, delete the rest of the package found under ` /Library/Frameworks/Python.framework/Versions`.
  3. In Terminal, undo the changes to your PATH by running: mv ~/.bash_profile.pysave ~/.bash_profile
  4. In Terminal, remove the dozen or so symbolic links the package created in /usr/local/bin. Or just leave them because installing another version of Python will overwrite most of them.

Option 3: Install using the Macports package manager

Macports is another command line based package manager like Homebrew. Most users will find Macports far more complex than Homebrew, but developers might find Macports more flexible. If you search for “Macports vs. Homebrew” you will find many opinions.

First install Macports per the instructions.

In addition to installing Python you’ll need to install the package containing the CA certificates.


sudo port install python37
sudo port install curl-ca-bundle

After installation open a new tab or window in Terminal and verify that the command which python3 returns /opt/local/bin/python3.


sudo port uninstall python37
sudo port uninstall curl-ca-bundle