Macos 10.15 Install

I purchased a used 2018 Mac mini desktop and wanted to put a fresh installation of the latest macOS 10.15 Catalina on it. Below are the steps I took.

Note: The instructions below are the same for macOS 10.13 High Sierra and macOS 10.14 Mojave.

This guide will show you how to make an install drive from the macOS Catalina 10.15 application. Having an install drive allows for deployment to multiple computers without re-downloading, performing clean installs, and booting to the installer’s built-in recovery tools for troubleshooting. Install Windows. After partitioning is complete, Boot Camp will ensure your Mac shuts down to launch Windows installer program, which is in the USB memory stick. To download Windows 10 on macOS 10.15 in minutes, follow the prompts on the screen. When Windows starts up, another prompt will appear.

Download macOS Catalina

  1. MacOS Catalina (macOS 10.15) Driver Installation and Troubleshooting This describes how to install the driver for macOS Catalina (macOS 10.15) and perform troubleshooting. For information on individual products, check the listings in Readme.htm in the download file.
  2. Bootable USB Stick - macOS X Catalina 10.15 - Full OS Install, Reinstall, Recovery and Upgrade. Please CHECK twice if your Mac model is compatible with this macOS!! If you are not 100% sure please message me your mac model and year and I can tell for sure if would work or not!

You will need a Mac to download macOS Catalina; you can download Catalina from The Mac Go. (The Mac mini came with macOS 10.14 Mojave so I used it to download Catalina.)

Go to the Mac App Store, search for “macOS Catalina”, and download it. It will be saved to the “/Applications/Install macOS Catalina” location. If the installer automatically launches, just close it.

Note: If you plan to run the installer first to update your current macOS version to Catalina, you will want to move the “Install macOS Catalina” application out of the “/Applications” directory; otherwise, the installer will delete itself from the “/Applications” directory when the upgrade completes. For example, you can move the “Install macOS Catalina” application to the “~/Downloads” directory and run it from there.

Format USB Flash Drive

Because macOS Catalina is 8.4GB in size, you will need a 16GB USB flash drive. You don’t need to delete the existing content on the drive because we will blow it all away in a subsequent step.

If the USB flash drive is not already formatted as “Mac OS Extended (Journaled)”, format it like so:

  1. Plug the USB flash drive into your Mac.
  2. Launch the “Disk Utility” application.
  3. On the left-hand pane, select the USB drive (not the partition under it, if any).
  4. Click on the “Erase” tab (or button at the top).
    1. Input a name like “Catalina” (this name will be overwritten later).
    2. Select “Mac OS Extended (Journaled)” for “Format”.
    3. If available, select “Master Boot Record” for “Scheme”.
    4. Click the “Erase” button at the bottom. Click the “Erase” button in the warning popup dialog if you get one.
  5. The format operation may take several minutes to complete. (USB 2.0 and large capacity drives may take longer.) After the format completes, the partition will be mounted under “/Volumes/Catalina” (or whatever name you selected above).
  6. Close the “Disk Utility” application.

Write macOS Catalina to USB Flash Drive

To create a bootable USB macOS Catalina installer, run the “Terminal” application and this command:

# The --volume value is the mounted USB flash drive partition; in this case, named /Volumes/Catalina
sudo/Applications/Install macOS Catalina.app/Contents/Resources/createinstallmedia --volume/Volumes/Catalina
# You will be prompted for your user's administrative password.

Note: If the createinstallmedia command returns a “Failed to start erase of disk due to error (-9999, 0)” error, then your current Mac OS X version does not fully support the createinstallmedia tool. Use a more recent macOS version (at least Mac OS X 10.11 El Capitan) or manually create the USB installation drive using instructions from Bootable USB Flash Drive to Install Mac OS X 10.10 Yosemite.

The “createinstallmedia” program will erase the USB flash drive, create a new partition named “Install macOS Catalina”, and copy the installation files to that partition. The output will look like:

Erasing disk: 0%... 10%... 20%... 30%... 100%
Copying to disk: 0%... 10%... 20%... 30%... 40%... 50%... 60%... 70%... 80%... 90%... 100%
Making disk bootable...
Copying boot files...
Install media now available at '/Volumes/Install macOS Catalina'

The above process took 20-30 minutes using my Kingston USB 2.0 flash drive.

Boot From USB Flash Drive

Note: Apple’s How to create a bootable installer for macOS page suggest using the “Startup Disk” configuration (under “System Preferences”) to select the USB flash drive as the startup drive. Then on restart, the Mac should boot from the USB flash drive. Unfortunately, the “Startup Disk” did not list my USB flash drive as a startup option, so I was not able to use this method.

To boot a Mac with the USB flash drive:

  1. Insert the USB flash drive.
  2. While holding the “option” key down, turn on the Mac to display the Startup Manager.
  3. You should see one or more icons, one of which should be called “Install macOS Catalina” for the USB flash drive. (The internal hard drive may not be visible if it does not have a valid, bootable partition installed.)
    • Note: If you don’t see the USB flash drive’s “Install macOS Catalina”, try removing and re-inserting the USB flash drive while viewing the Startup Manager screen. The USB flash drive should then appear after a few seconds.
  4. Select the “Install macOS Catalina” (with left/right arrow keys) and hit the “return/enter” key to boot from the USB flash drive.

It may take 5-10 minutes to load the installer from the USB flash drive. Sometimes the progress bar may appear to be frozen or the screen will go black for a minute or two. Be patient.

External Startup Disk Not Allowed

On a newer Mac with the T2 security chip, booting from an external drive may be disallowed by default. Attempting to boot from a USB flash drive will result in a “Security settings do not allow this Mac to use an external startup disk” warning message.

To allow booting from the USB flash drive, do the following:

  1. Hold down “Command-R” (hold down both the “Command ⌘” and “R” keys) when you start the Mac to launch macOS Recovery. You can release the keys when you see the Apple logo.
    • Tip: An easier alternative is to hold the “Option/Alt” key on boot to launch the Startup Manager. Then just click and release “Command-R” keys to launch macOS Recovery.
  2. The macOS Recovery screen contains a top-level “macOS Utilities” menu.
  3. Click on the “Utilities” menu and select “Startup Security Utility”. Input your administrator password when prompted.
  4. In the Startup Security Utility, under “Allowed Boot Media”, select the “Allow booting from external or removable media” option.
  5. If the Mac won’t have access to the Internet (either by wire or wirelessly) when installing macOS Catalina, make sure to select either the “Medium Security” or “No Security” option under the “Secure Boot” section. (You can change the option back to the default “Full Security” afterwards.)
  6. Quit the macOS Utilities to restart the Mac.
  7. On restart, follow the directions in the previous section to boot from the USB flash drive.

Erase the Internal Hard Drive

When the installer finishes loading, you will see a “macOS Utilities” screen appear. It looks the same as the “macOS Recovery” screen with one difference. In the “macOS Utilities” window, the second option will say “Install macOS” instead of “Reinstall macOS”. In “macOS Recovery”, the “Reinstall macOS” option would just re-install the same version of macOS. The “Install macoS” option will install the macOS Catalina version on the USB flash drive.

Before installing macOS, I wanted a clean slate so I erased the internal hard drive like so:

  1. Select the “Disk Utility” option and click the “Continue” button on the bottom to launch the “Disk Utility” application.
  2. On the left-hand pane, select the internal hard drive (not the partition under it, if any).
  3. Click on the “Erase” button at the top.
    1. Keep the default “Macintosh HD” name or input a new one.
    2. Select “APFS” for “Format”.
    3. Click the “Erase” button at the bottom. The SSD (Solid State Drive) format took less than a minute to complete.
  4. Close the “Disk Utility” application.

Install macOS Catalina

Warning: If your Mac has a T2 security chip and you left the “Full Security” option configured in the Startup Security Utility, make sure that Internet access (wired or wireless) is available before starting the macOS Catalina installation. You can configure the wireless network by clicking on the wireless icon at the top-right corner of the macOS Utilities screen.

Back at the “macOS Utilities” window, do the following to start the macOS Catalina installation:

  1. Click on the “Install macOS” option and click the “Continue” button.
  2. The “macOS Catalina” installer’s splash screen will appear. Click the “Continue” button.
  3. Click on the “Agree” button to agree to the license. A popup confirmation window will appear; click on the popup’s “Agree” button.
  4. Select the internal hard drive and click the “Install” button.

My Mac mini took 20-30 minutes to complete the macOS Catalina installation. I think there were a couple of reboots in-between. And a few times, the screen would go black for a minute or two. Be patient and give the process an hour or more to complete.

If you run into problems installing macOS Catalina, check the “What Does Giving Up Mean?” section (at the bottom) of Install macOS Sierra Using Bootable USB Flash Drive for possible solutions.

Note: macOS Catalina seems to have an issue with my Dell 24in U2410 monitor. During the initial bootup screen, the monitor shows a blank screen with a message, “The current input timing is not supported by the monitor display”. Thankfully, the monitor works correctly after the bootup completes. And later, this warning message no longer appeared on bootup.

Macos 10.15 Install Pip

Enjoy your fresh installation of macOS 10.15 Catalina.

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To manage devices, install optional apps, and gain access to resources protected by Conditional Access on macOS devices with user affinity, users must install and sign in to the Company Portal app. You can provide instructions to your users to install Company Portal for macOS or install it on devices already enrolled directly from Intune.

You can use any of the following options to install the Company Portal for macOS app:

To help keep the apps more secure and up to date once installed, the Company Portal app comes with Microsoft AutoUpdate (MAU).

Note

The Company Portal app can only be installed automatically on devices using Intune that are already enrolled using direct enrollment or Automated Device Enrollment. For personal device or manual enrollment, the Company Portal app must be downloaded and installed to initiate enrollment. See Instruct users to download and install Company Portal.

Instruct users to download and install Company Portal

You can instruct users to download, install, and sign in to Company Portal for macOS. For instructions on downloading, installing, and signing into the Company Portal, see Enroll your macOS device using the Company Portal app.

Install Company Portal for macOS as a macOS LOB app

Company Portal for macOS can be downloaded and installed using the macOS LOB apps feature. The version downloaded is the version that will always be installed and may need to be updated periodically to ensure users get the best experience during initial enrollment.

Macos 10.15 Install Telnet

  1. Download Company Portal for macOS from https://go.microsoft.com/fwlink/?linkid=853070.

  2. Follow the instructions to create a macOS LOB app in macOS LOB apps.

Note

Macos 10.15 Install Xcode

Once installed, the Company Portal for macOS app will automatically update using Microsoft AutoUpdate (MAU).

Macos 10.15 Installer Download

Install Company Portal for macOS by using a macOS Shell Script

Company Portal for macOS can be downloaded and installed using the macOS Shell Scripts feature. This option will always install the current version of Company Portal for macOS, but will not provide you with application install reporting you might be used to when deploying applications using macOS LOB apps.

Macos 10.15 Install
  1. Download a sample script to install Company Portal for macOS from Intune Shell Script Samples - Company Portal.

  2. Follow instructions to deploy the macOS Shell Script using macOS Shell Scripts.

    • Set Run script as signed-in user to No (to run in the system context).
    • Set Maximum number of retries if script fails to 3.

Note

The script will require Internet access when it runs to download the current version of the Company Portal for macOS.

Install Company Portal for macOS using the Apple Setup Assistant

For macOS devices running 10.15 and later, when creating an Automated Device Enrollment profile, you can now choose a new authentication method: Setup Assistant with modern authentication (preview). The user has to authenticate using Azure AD credentials during the setup assistant screens. This will require an additional Azure AD login post-enrollment in in the Company Portal app to gain access to corporate resources protected by Conditional Access and for Intune to assess device compliance.

Users must sign into the Company Portal to complete Azure AD authentication and gain access to resources protected by Conditional Access. User affinity is established when users complete the additional Azure AD login into the Company Portal app on the device. If the tenant has multi-factor authentication turned on for these devices or users, the users will be asked to complete multi-factor authentication during enrollment during Setup Assistant. Multi-factor authentication is not required, but it is available for this authentication method within Conditional Access if needed.

Next steps

  • To learn more about assigning apps, see Assign apps to groups.
  • To learn more about configuring Automated Device Enrollment, see Device Enrollment Program - Enroll macOS.
  • To learn more about configuring Microsoft AutoUpdate settings on macOS, see Mac Updates.