A while ago, I switched from Dropbox to iCloud Drive. I did it mainly because I realized I was paying for too many clouds and, between the two, iCloud had become more indispensable to me than Dropbox. People asked me for a guide on how to do it, and I think I have something fairly straightforward for you.

This could probably work for switching between just about any Cloud Service A to Service B. The main requirement of my method is that you have on-disk file access to both services; not just silly web apps in a browser. In other words, their apps are installed and you have local/synced access to all files.

Naturally, before diving in, I recommend you back up everything and triple check them just to be sure. Here are the steps I took:

  • Find a file cloning utility like ChronoSync. I’ve owned a copy for years, and it’s always performed beautifully, including for this recent switch
  • Set up the file copy source as the root of your Dropbox folder
  • Set up your destination as the root of iCloud Drive
    • As far as I can tell, the Finder doesn’t reveal the actual directory location of your iCloud Drive. In the File selection sheet, iCloud Drive should be in your Finder sidebar. If not, Command-Shift-I will select it
  • (Optional) Exclude any folders you don’t want copied. For example, I have a “Family” folder in Dropbox for stuff I share with Jessi. Sadly, iCloud Drive still doesn’t support this in iOS 11 and High Sierra, so I didn’t see a point (yet) in copying that folder over
  • (Optional, but highly recommended) Do a trial run first. ChronoSync has a ‘test’ option that will display all the changes it intends to make. This helped me feel better that I had the sync set up properly
  • Run the copy. As long as you have the space for it, I recommend doing a copy, not a move, just to be safe. But if you’re short on space, a move might be your only option. Proceed with caution, backup backup backup, etc.
  • Check that everything is in iCloud Drive
  • Delete everything from Dropbox
  • (Optional, if possible) Uninstall Dropbox. It’ll free up a decent chunk of CPU and memory. I’ve seen people with big powerful MacBook Pros mention a slight, but notable increase in performance once they got rid of Dropbox’s sync client
  • (Optional) If your goal is to save money like me, don’t forget to downgrade your Dropbox account. I dropped back to the free tier, so that’s around $100/year back in my pocket

The end.

Of course, I still collaborate on documents with other people, moreso these days since I freelance for multiple clients. Your mileage likely varies, but most collaboration I do happens in Google Drive (unfortunately) and Quip, so I simply have less of a need for a shared raw file space.

Overall, it’s gone pretty well. I haven’t lost files, and the iOS 11 iCloud Drive Files app is a big leap forward. If Apple ever bothers to catch up to competition with shared folders, I might close my Dropbox account entirely.

I hope this helped. Hit me with any questions on Mastodon, Tumblr, and Twitter, and I’ll answer best I can.

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