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With multiple time horizons, choose a physical persistence medium appropriate for each.
Currently, Fastmail seems like a pretty good bet, but you can switch without changing the email address.
How about making yourself part of the experiment? Write concurrent letters to; 5y, 10y, 15y, 20y future selves. They receive a time capsule every 5 years. More work, but it will create a record of future-directed perception for both of you. And you get feedback from evolving human as each is opened, for improvement. With multiple time horizons, choose a physical persistence medium appropriate for each.
It sounded like the Mom was looking both to pass on her wisdom to her child, to help prepare her child, and also to control her child's life after the Mom passed away (it's been a while since I listened to it but I don't remember it being presented as a malicious choice - the Mom herself may not have been conscious of it).
I'm not saying that you'll do this, but it's worth thinking about as you start piling up messages to deliver later.
I personally can't think of an online service I'd trust to keep my emails for 20 years. I'd absolutely want them on a machine I'm running myself.
I'd recommend writing those things as physical letters on paper, but if you're really into using email for this, you might consider standing up your own server to do that. It's not as hard as you might think. I personally can't think of an online service I'd trust to keep my emails for 20 years. I'd absolutely want them on a machine I'm running myself.
Even if the service is around in 20 years, there's a high probability that the account will be disabled or deleted for nonuse.