This article is primarily aimed at those who have received a popup message referring them to keyword macOSupgrade, but others are allowed to read it, too.
Who and Why
If you received this message, your computer is running a version of macOS that is significantly out of date; it is no longer receiving support or security updates from Apple, and many of our current standard programs and tools are no longer recommended for use with it. For the protection of this computer as well as the network in general, it needs to be upgraded.
In addition, you probably have an older version of Microsoft Office, which is also no longer being patched and may not run properly on the latest versions of macOS. Once the macOS upgrade is done, you will also need to verify and possibly upgrade your Office version.
Step 1: Prep
Make sure your files are backed up. These upgrades should not damage or remove any files, but it's wise to check that your backups are running before making any major changes.
- Any files stored in Dropbox, Google Drive, or OneDrive should already be covered (log into the web portal of the service you use to verify that the sync has been working).
- Most office computers have CrashPlan installed. Open the program via the buildings icon in the upper right of your screen or find it via Spotlight Search or in your Applications folder. Verify that the completion is near 100% (it may never get there as small things are changing constantly as you use your computer, but the high 90s is good).
- If you're not sure your files are backed up properly, stop here and contact T&I for assistance before you continue.
Step 2: macOS Upgrade
The OS upgrade will take a while (up to an hour is not uncommon) so we recommend starting this right before you leave for lunch or the evening.
Quit all programs. Open the Self Service app via the "Do It Now" button in the popup dialog that brought you here, or via the Applications folder or Spotlight Search. Choose the option "Upgrade to High Sierra 10.13". Once the computer reboots, it will keep on doing its thing, and you can leave it to it.
Step 3: MS Office Upgrade
Office 2011 and older patch releases of Office 2016 are not fully compatible with your new version of macOS, High Sierra, so you should upgrade Office as well.
- As above, open the Self Service app.
- Since you just did a big OS upgrade, run "Refresh Available Packages". This will take a minute or two; when complete the button will briefly say "Done" before switching back to "Run".
- Quit Self Service, then reopen it, to ensure you are seeing the options that apply to your computer as it is now.
- If you see "Recommended: Office 2016 Upgrade", run that now.
- If you see "Office 2016 Reinstall", you are already running a new-enough version of Office, and do not need to do anything further.