How can I respond using email aliases?

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1

Hi everyone,

I’m having trouble replying to emails using my aliases. Here’s my current setup:

  • Cloudflare catch-all email with a worker that forwards everything to my main email
  • Mailgun SMTP for sending emails from my domain (used by self-hosted apps)

The issue is when I get emails to an alias and want to reply. I can only respond from my main email address (I use Tutanota). I can’t figure out how to reply using the original alias.

Does anyone know a solution? I’m open to suggestions like:

  • A different privacy-focused email provider that works with Mailgun SMTP
  • A way to set up alias replies in Tutanota
  • Any other method to achieve this

I’d really appreciate any ideas or advice. Thanks!

2

I’ve been in a similar situation and found a workaround that might help. Instead of relying on Tutanota, I switched to using Thunderbird as my email client. It’s open-source, privacy-focused, and allows you to set up multiple identities for different email addresses. I set up Thunderbird with my main account, added additional identities for each alias, and configured it to use Mailgun SMTP for sending. Now, when replying to an email sent to an alias, I can choose the appropriate identity so that the recipient sees the alias address. Although it requires a desktop client rather than a web interface, this solution has worked well for me.

3

hey alex, i’ve dealt w/ this too. have u tried SimpleLogin? it works great w/ custom domains & lets u reply from aliases. u can use their SMTP or stick w/ mailgun. might b worth checkin out. good luck!

4

I’ve found that using ProtonMail with their Bridge application can solve this issue effectively. It allows you to use your custom domain and aliases while maintaining privacy. You can set up Proton Bridge to work with any email client that supports IMAP/SMTP, which gives you the flexibility to reply from aliases. The downside is that it’s a paid solution, but it integrates well with existing setups and provides end-to-end encryption. If you’re willing to invest in a robust system, this approach could be worth considering for your needs.