Auto-Select From Address not Working for Groups

Auto-Select From Address not Working for Groups

I have a group set up (group@) in my account has two members and is enabled for outgoing mail. So that both members are able to select it as a from address.
  1. user1@
  2. user2@
The desired behaviors I want with this group, most of which is working, are below
  1. When I send an email and select group@ as the from address, I want everyone in the group to get BCC'd so all group members can see what's being said.
  2. If I'm the sender, I don't want to see my reply, back in my inbox
  3. If I'm not the sender, when I hit reply, I want the from address to me the group email.
I accomplished #1 with an outgoing filter rule that puts group@ on BCC anytime the from address is group@.

I accomplished #2 through Mail > Settings > Mail View Options > Avoid duplicate copies for group emails = On

#3 is where I'm stuck. I've set the following setting, which I thought would work, but it isn't. Mail > Settings > Compose > For replies, send using ... The same email address to which the email was sent to

Here's the scenario where it's working:
  1. From external_user@gmail.com
  2. To group@
As user1@, I get the email, I hit reply, and the "From" is correctly set to group@

Here's the scenario where it's not working:
  1. From group@
  2. To external_user@gmail.com
  3. The auto-BCC filter works properly, thus group@ gets added to BCC
As user1@, I get the email, and see From = group@, to = external_user@gmail.com, bcc = group@. But now when I hit reply, the from address is user1@, not group@. I'd have expected group@ because I received it to group@ (in the bcc).