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Comment on Tell HN: Fastmail may be routing Calendar reminders via your work SMTP serverparent

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I configured Fastmail to send emails that I compose from my work address, via the work SMTP server. Not any other type of email. And indeed, they don't send emails that I compose from my non-work addresses via my work SMTP server: they use their own server to send these.

The support person who is dealing with this also turned up the fact that this is a change that they made some time in 2019. Earlier to that, all emails from Fastmail Calendar were sent from the "support@fastmail.com" address. They changed this in late 2019 so that Calendar now sends these mails from my work address (following some peculiar logic and email rewrite rules).

So yes, it is surprising that they send emails from my Calendar via my work SMTP server.

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