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Last month, while download Mojave patches for at least two zero-day exploits a malfunction occurred and I couldn’t upgrade, leaving my machine vulnerable:

During a 10 minute chat with Apple Care it was suggested I back-up and restore Mojave. The resolution wasn’t exactly what I’d hoped for. But not a big deal as I hadn’t created a backup in 3 years and it was about that time.

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Apple has removed this whitelist completely, allowing third-party firewalls like Little Snitch to reliably monitor and filter any network traffic. Up until macOS 11.1 the whitelist inlcudes the following macOS processes.

I wasn’t prepared to restore right away and several days later Little Snitch notified me of a new outbound connection it had never seen before:

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Paranoid about the escalation of privilege exploit (CVE-2019-7286) in Mojave 10.14.2 I checked System Upgrade again and, the 1.78 GB or so of the updates already downloaded and flagged as invalid resumed to completion:

Patience is be a virtue. But I was already planning to wipe the Mac anyway. And here’s how you can too.

To complete a backup and restore process you will need the following:

Apple MacBook Air or MacBook Pro with USB and SD card slots
1 or more SanDisk Ultra 256GB MicroSDXC UHS-I Card with Adapter
1 Kingston Digital 16GB 100 G3 USB 3.0 DataTraveler (optional)
A charging cable, external power source and ~6 GB of Internet data

The micro SD card(s) is/are where your back-up files will be stored. They’re waterproof and easy to lose, so make sure you have a safe place to keep them. The USB stick will be used for an optional offline recovery. It’s not essential to have, but it will save you time and also provides leverage during recovery.

Before backing-up access the Storage Management app to scope things out:

Click Review Files under Recommendations to view large and potentially unused files. Use it along with Finder to delete files you no longer want to keep.

If you have Time Machine enabled (I didn’t), you should be able to recover from mistakes should you make any accidental deletions.

Pay special attention to the following locations on the file system:

And use Finder along with Storage Management to review and copy files from your Mac’s HD directly to the SD card, being sure to include any movies and music in iTunes Media you’d like to keep. I had two movies I wanted to keep on hand:

Transferring these two large movie files to the micro SD card from in the Bill of Materials finished in under 7 minutes. Marathon for mac.

Once you’ve backed up your movies and other large files, disconnect from the Internet and make back-ups of your cloud drives including iCloud Drive, MEGA (encrypted), Keybase (encrypted), Dropbox, et cetera:

iCloud Drive uses 11.95 GB of storage

Again use Finder to copy files to the SD card. A ~12 GB iCloud Drive with ~20,000 files should transfer to the micro SD card in approximately 20-25 minutes. The more files there are the longer the transfer will take.

Tip: Save space on and increase transfer speed by creating zip archives of files and folders you won’t use often. And keep zipped while on the SD card.

After that review Storage Management again and pay special attention to:

Applications (38.25 GB)
Documents (124.14 GB)
Mail (447.2 MB)
Photos (19.75 GB)
Other Users (9.9 MB)

And use Finder to back each of them up, one at a time. If you run out of space on your SD card review and delete files or swap in another card to continue.

Tip: When backing up your applications pay attention to the file size. Skip preinstalled apps, start with your paid apps and copy them 5-10 at a time.

Once you’ve copied over your documents and another files to the SD card open Terminal and run ls -al ~ to review and backup your dotfiles:

Dotfiles contain application and system settings for the user typically hidden from Finder. What you find here will vary greatly between individual system.

Caution: Dotfiles may contain secrets in plaintext like your RSA Private Keys. Keep this in mind and encrypt sensitive information prior to storage.

If you’re confident on the command line, go ahead and use your favorite shell to cp your dotfiles to /Volumes/SDCARDNAME. Otherwise, use Command+Shift+. to reveal them in Finder and repeat the last command to hide them again.

If necessary, do the same thing for other system users.

With your dotfiles copied to the SD card go ahead just zen out for a while. Spend some time thinking of things you might’ve forgotten due to some non-standard installation or system customization such as a hidden partition.

Then back-up that stuff up too.

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Once you’re confident you’ve covered your bases it’s time to wipe the machine.

Luckily I had a Note drafted and pinned already:

- Sign out of iTunes and disconnect device- Backup docs, dev and download data, iTunes XML, bookmarks and email- Backup SSH keys, config, GPG keys and keychain- Backup Sketch, Typora, Framer, Genymotion, Rosetta Stone, Little Snitch- Backup Exodus, Copay, Electrum, Monero, Ledger Live, Neon, Golem- Commit hosts file and backup dotfiles- Reinstall OS, Little Snitch, BitWarden, Exodus..- Add keys to GPG Keychain from BitWarden

And some recommended reading from friends on Telegram:

But I know at least one thing about computers…

If there’s one thing computers do well, it’s malfunction.

So keep going. You’re not done yet.

Do this only if you know at least one thing about computers.

Contacts

Open the Contacts app and go down the list. For each and every contact that matters, manually enter their data into another contact management system. In my case I moved them all to a Huawei P20 Pro – also backed up to the cloud – during a flight from Malaysia to Bali. This is a great way to thin out the address book and reflect on relationships which truly matter.

Notes

The Notes app was one of the best apps I’d ever used until I discovered last year what GNU meant by the expression Apple's Operating Systems Are Malware. Notes has no export option other than Export as PDF…. Seriously, that’s all you get. In the app at least…

To get your