[__MatrixMan__]

Fastmail supports something like this, but the process of adding a new outbound alias every time I need one is not streamlined enough, so the conversation goes like this:

> [e-mail] to [e-mail]: Blah blah

> [e-mail] to [e-mail]: Blah back at you!

> [e-mail] to [e-mail]: Who are you and why are you responding to my message to [e-mail]?

Does 33mail make it easy to continue the conversation under the alias?

[KMnO4]

Yes, 33mail can modify the reply-to so that it proxies the emails back through the alias.

So emailing [e-mail] will reply TO the original address FROM the alias address.

[mtlynch]

I'm not sure if the subdomain screws it up in your case, but my experience with Fastmail is that they handle this really well. I set up a catchall forwarding address, and then if I receive an email to [e-mail], when I reply, Fastmail automatically populates the From address with [e-mail].

Have you set up a catchall address for that subdomain?

[mat_epice]

Under "my email addresses" in settings, I have "*@example.com" as one of the entries. With this arrangement, fastmail properly fills in the appropriate example.com email address when I reply.

[__MatrixMan__]

Oh I may have overlooked that, thanks.

[mat_epice]

It seems easy to miss. I've got multiple domains that I manage this way, and upon inspection at least one of them doesn't have this configured properly.