Encrypt all the things!

Gmail first.

Unnecessary step: I prepped Gmail, mostly by reviewing my labels and getting down to a set of 7-8 labels. I made sure all email only had 1 label. My thinking here was that I might consider using a desktop email client and wanted IMAP folders to make sense and not duplicate mail across folders. It turns out Fastmail support labels, but actually I still only put a single label on an email.

I then did the Fastmail import, and it setup the redirect to forward from Gmail to Fastmail. I configured my own domain name for the email, and I monitored the SPF and DKIM that Fastmail provided as DNS config for a couple of weeks (it was perfect). Basically this all works flawlessly and quickly.

I then started using Fastmail, just to see how it felt... left all the Gmail in place in case I changed my mind.

A couple of weeks later, I realised I was much happier on Fastmail. And started deleting absolutely everything from Gmail. That all went in the bin, and the 30-day automatic deletion has taken effect.

In Fastmail I've set up a label that is added to mail sent to my Gmail address... it's revealing to me which third party systems I need to update my email on or which friends I need to inform.

I'm not deleting my Gmail, because it's tied to Android, some app purchases, Nest, etc... but I am doing a slow and gradual thing to move people to a new email address.

Google calendar

I used Google Takeout to export multiple calendars as individual .ics files. I did this as I wanted to use the Fastmail import tool to keep some individual calendars but merge others. My calendars now roughly match my labels for mail, i.e. shopping, finance, projects, work, with a default events one that is used when people invite me to things.

Once imported I set up an Android app called DAVx5 and signed in using a Fastmail app specific password. This makes Fastmail apps available to the Google Calendar app. It works perfectly... so I then hid all of my Google Calendar calendars from the app, only showing the Fastmail ones.

When everything had settled, I've gone into Google Calendar and deleted whole calendars to nuke things.

Google drive

I have Google Drive installed locally on a Windows machine, it was set to "stream" files on demand. I changed that to replicate files locally so that I had everything.

I then search locally for files ending in .gdoc .gsheet and .gslide. It turns out I really don't have many, about 50 files in 50GB of files. Most of my things in Google Drive are PDFs, and read-only files rather than things I edit.

As I didn't have many of those and had never edited them on a mobile, I figured I merely need go into each file manually and export as MS Office format. I then installed LibreOffice on my machines, so I have a way to quickly work on those files. I didn't see any justification for purchasing MS Office given I obviously seldom create/edit files.

Having done that, my local Google Drive was a full copy of everything, and I just set up Syncthing and then cut and pasted the entire content into the folder for that.

I then waited a few weeks until I was comfortable, and have then deleted everything from Google Drive.