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...or you could just sell the software? That's how we used to do it in the Olden Days.

That model only worked when people would buy your new software every year. Now a lot of software is good enough, and maybe your competition is even free, and the revenue dries up.

Considering the amount of the personal data still going through email, this is one of the few areas that no one should be giving up to any third party services, regardless of the benefits it may provide.

Encryption with you owning the key is a requirement if it is going to be stored on a third party service. You can provide a subscription model for the server costs if need be.

They actually mention in the FAQ [1] that once they officially release their apps there will be a free and a paid version.

[1]: https://canarymail.io/faq.html