For my personal email I use the new iCloud+ service, as I already had a plan and they have the "Hide my email" feature which is a plus.

For company email: Fastmail. They're professional, I trust them, the price value ratio is good. Can't complain

I'd love to switch to the one on iCloud+, which I already pay for anyway, but Apple's restrictions on what constitutes a "family" are bizarre - as soon as I add anyone to the family, I'm also paying for any apps they buy. This is fine with my kids, but what right do I have to know what apps my wife is installing on her own phone? Feels like such a creepy restriction.

From what I've read about iCloud family sharing is that purchase sharing is optional and can be turned off.

I haven't tried out the family sharing yet though.

Ahh, interesting. I could swear this wasn't possible last I checked, but this page [0] suggests it may be, however it's not very clear at all what is being turned off. Does this mean if I buy an app, my wife doesn't automatically get to use it too, or does this mean if she buys an app it doesn't get billed to me? It's the shared billing that was always the creepy bit.

What did you use before? How did you find the transition? I am on gSuite and would move over but all the ways of getting past emails up to iCloud seemed messy.

I was using Protonmail. The transition was as simple backing up all my emails, changing my DNS records and re-creating my filters. But I didn’t import my Proton email archive into iCloud as I don’t (hopefully) need any emails from it.

Can't you just use regular IMAP to migrate the mails? IMAP download the whole mailbox, then upload to the new service.

Not OP but yes. Perfectly happy with the prices, and would be willing to pay more if the featureset provided. The only thing that keeps me on gmail is the inertia of my existing email address.