This weekend’s tech project: Moving to Microsoft 365 Business Premium from Google Workspace

I’ve been using Google Workspace from 2006 onwards when it was first called Google Apps For Your Domain. It’s been rebranded a few times along the way, but essentially I’ve been a paying customer of Google Workspace since it was possible to do so. I’ve used almost all levels of the service – from Business Starter through to Enterprise Plus – and it’s been interesting playing with all the features it has to offer.

But for the past 6 years, I’ve been using Microsoft 365 at work. We migrated away from Google Workspace at KPS to Microsoft 365 as part of the company standardising on one platform. I didn’t handle the migration – that was something our German partners were responsible for. Thank goodness they did the heavy lifting because I’m personally moving to Microsoft 365 (Business Premium) and found migrating is a massive pain in the arse and I have only ONE account to migrate. I’m doing this because if you can’t beat ’em, join ’em. Also: I’m doing a lot of work supporting Microsoft 365 right now and it’d be good to get properly under the hood without affecting production. I take enough backups of my own stuff that it doesn’t really matter if I muck things up with my own set-up. This will be the first time I’ve really used Exchange Online in anger.

I thought migrating might be easy – and with the Microsoft 365 console, it appears to be – though a lot of fuss has to be made over subdomains. Even using the automatic settings of Google Workspace within the Microsoft 365 Exchange admin console results in abject failure. I even tried BitTitan, but that just sat there and shat itself after taking a age to do anything and with little to no on-screen feedback (and this is why I often hate the cloud).

So, I’ve reverted to do a straight forward IMAP migration, but even that had issues. I initially tried an app password after enabling IMAP for the Google Workspace domain – but that didn’t seem to work until I realised that you had to leave in the spaces that Google gives you for the app password.

When testing IMAP, I downloaded Thunderbird and tested the login credentials that way. Google’s security is good – it wouldn’t let me log in if I disabled 2FA. But re-enabling 2FA and setting up a password (and making note to leave in the spaces) got me started. I updated the user CSV file that you need to upload to Microsoft, and the process started successfully.

I wanted to die many time when the API process failed. Thankfully IMAP migration seems to work.

I had to consult with Google Workspace support in getting IMAP to work, and as you can see from this conversation with the support agent, I get praise for being “the most patient and polite person he’s ever worked with”. He wouldn’t have said if he had discovered that I had destroyed two decent keyboards over the course of the years – out of a fit of absolute rage. I don’t get angry often, but if I’m provoked enough, keys will fly..

You wouldn’t like me when I’m angry… but thankfully I tend to remain calm, patient and polite 99.999% of the time

Anyway, things are now up and running on Microsoft 365 and I’m happy. Well, mostly happy. I’ve signed up for afi.ai backup (which I’ve been using with Google Workspace) for backups and Microsoft’s APIs keep seem to be throttling the backups. It may be due to the IMAP migration going on in the background. I don’t know. I’ll be keeping an eye out for the next week or so.

What amused me was issuing PowerShell commands from a Mac terminal. There are a few things that are quicker or can only be performed using PowerShell for Exchange services, so I downloaded and installed PowerShell for Mac ARM64. It’s all rather bizarre.

PowerShell.. for MacOS ARM64!

The whole set-up will cost me around £25/month for the one user license after the month’s free trial. But this cost is similar to that of the Google Enterprise Plus subscription. I’ll continue to buy the personal 5-user edition of Microsoft 365 as my family makes use of it – £65/year is a bargain and I’ll be using the 1Tb storage as additional backup space.

And what of Google Workspace and my Google account? Well, if it all works out, I’ll be deleting Google Workspace which will also probably mean me losing my YouTube channel and videos (which are already backed up). This is my major gripe with modern identity management – having a single identity to cover so many different services poses a risk if the account were to ever be locked or closed. Trying to get a consumer Google account will be.. interesting.

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