About macOS 11 Big Sur

Our experience with Big Sur has been good! If you want to install Big Sur, it should be safe now that Apple has released several bug-fix updates.

We’re careful when it comes to recommending upgrades to new versions of macOS. Apple makes the upgrade process easy (though time-consuming) but upgrading can create workflow interruptions and may break apps you depend on. At the same time, it’s important to stay in sight of the cutting edge for security reasons and to take advantage of advances from Apple and other developers.

If you’re more than two versions behind, Apple is no longer offering security updates for your Mac. Most Macs should already be running Catalina today, and you should plan to update to Big Sur in the next six months. Upgrading is not an if question; it’s a when question.

There are a few things to watch out for, and preparation is essential.

Caveats

Some people should continue to postpone moving to Big Sur due to software incompatibilities. Most software under steady development has been updated for Big Sur by now, but some workflows rely on older versions of apps where an upgrade isn’t practical or possible, or on obsolete apps that will never be updated. You may be able to learn more at RoaringApps, or by checking with the developer of your older apps. Most apps have websites which list supported system versions and known issues. If you think this applies to you, you might engage us to help you review and plan your upgrade.

In particular, those who haven’t yet upgraded past 10.14 Mojave may have to upgrade or replace 32-bit apps that ceased working starting with 10.15 Catalina.

The other app category that continues to have trouble with Big Sur are backup apps that make bootable duplicates. Catalina moved macOS to its own read-only volume, and Big Sur goes a step further by applying cryptographic signatures that make it even harder for an attacker to compromise the operating system. Unfortunately, that also makes creating a bootable duplicate difficult. Carbon Copy Cloner and ChronoSync have developed workarounds; SuperDuper remains incompatible at this point, although an older version can create data-only backups. If you rely on one of these apps for critical backups, make sure you know what you’re getting into before upgrading — or reassess your backup strategy. For most people, we recommend having a Time Machine backup and a cloud backup using something like Backblaze.

Before You Upgrade

Once you’ve decided to upgrade to Big Sur, here’s how to prepare:

  • Update apps: Make sure all your apps are as up-to-date as possible. If you regularly put off updates, now’s the time to let them complete so you have Big Sur-compatible versions.
  • Clear space: Big Sur needs a minimum of 35.5 GB to upgrade, and as of macOS 11.2.1, the installer won’t proceed unless there’s enough space. Don’t cut this close — you should always have at least 10–20% free space for virtual memory, cache files, and breathing room.
  • Make a backup: Never, ever install a major upgrade to macOS without ensuring that you have at least one current backup first. In an ideal world, you’d have an updated Time Machine backup, a bootable duplicate, and an Internet backup. That way, if something goes wrong as thousands of files are moved around on your drive, you can easily restore.

After those tasks are complete, make sure you don’t need your Mac for a few hours. There’s no telling exactly how long the upgrade will take, especially if it has to convert your drive to APFS, so don’t start an upgrade if you need the Mac soon.

When you’re all set, upgrading is just a matter of opening System Preferences > Software Update, clicking the Upgrade Now button, and following the instructions.

After You Upgrade

Part of the reason to set aside plenty of time for your Big Sur upgrade is that there are always clean-up tasks afterward. We can’t predict precisely what you’ll run into, but here are a few situations we’ve noticed:

  • macOS will probably need to update its authentication situation by asking for your Apple ID password, your Mac’s password, and if you have another Mac, its password too. Don’t worry that this is a security breach — it’s actually the opposite, protecting your data by re-establishing a “circle of trust” between your devices.
  • Some apps may have to ask for permission to access your contacts and calendar even though you previously granted permission. Again, that’s fine.
  • If you use your Apple Watch to unlock your Mac and apps (and you should, it’s great!), you’ll need to re-enable that in System Preferences > Security & Privacy > General.
  • If you use Gmail or Google Calendar or other Google services, you may need to log in to your Google account again.
  • Websites that usually remember your login state may require that you log in again. If you’re using a password manager like 1Password, that’s easy.
  • You may have to re-enable text-message forwarding to your Mac on your iPhone in Settings > Messages > Text Message Forwarding.
  • Those who use Backblaze for Internet backups may find their backups have been “safety frozen.” Follow these instructions for thawing your account.

Finally, Time Machine in Big Sur now supports and prefers APFS-formatted drives, and all of Apple’s development is going in that direction now. You can keep using your existing Time Machine backup in Big Sur, but after you’re confident that everything is working well — and you have another backup — consider removing your Time Machine backup drive in System Preferences > Time Machine > Select Disk, reformatting the drive as APFS in Disk Utility, and restarting the backup in the Time Machine preference pane.

With all that done, it’s time to check out all the new features in Big Sur!

(Featured image based on originals by Apple)