Questions regarding custom domains and email aliases

  1. Yes, trusting multiple parties is a valid concern. Whether it’s worth it is for you to decide but I would still use aliases for all my accounts in your situation.

A lot of the posts I read through while researching this (like this one) seemed to recommend the same alias-only approach so I’m tempted to try it. I’ll have to look into it further and decide if I want to stay with Addy (which I don’t use much at the moment) or switch to SimpleLogin depending on the features.

  1. No you can’t use the same domain at multiple email providers but you can use the domain at Tuta and a subdomain at addy.io. For instance example.com and addy.example.com.

Yeah that makes sense. I looked into this further and it turns out Addy’s FAQ page already addresses this among other things.

  1. I don’t know if exporting across provides as you describe is possible (it might very well be, I have no clue) but regardless you avoid lock-in by owning the domain. The worst case is you create a catch-all address (*@addy.example.com) at some new provider so you can continue to receive all your email while you work on changing your accounts.

That’s definitely reassuring. Thanks!