Bizarre Apple Mail behavior using "Send Again"

Tech Support
1

I’ve drafted an email that I want to modify slightly, depending on the recipient. To do this, I created the “base” email, saved it as a draft, then moved it to a “Templates” folder. I then select the message in Templates and call the Send Again feature, which normally lets you enter the recipient and modify the body as desired.

BUT, when I select Send Again, as soon as I enter the recipient and click the address that pops up from my address book, all the body text disappears!

If I type in an address that’s not in my address book, the body text doesn’t disappear. And after entering that one, if I enter one that IS in my address book, it doesn’t disappear.

So it appears that the body text disappears only when a recipient is in my address book and it’s the FIRST recipient in the To field. (No problem when you enter the first one in the cc field)

I selected the folder and rebuilt the mailbox, but it didn’t help. Any idea what’s going on?

Using an M1 MacBook Air with the latest Catalina.

Thanks,
Russell

2

Drafts folders are weird. I’d send the message to myself, then send again on the message in the sent folder.

3

That’s a good idea. I tried it and this doesn’t exhibit the problem I described.

Thanks,
Russell

4

This won’t help you solve the problem, but I’ve had something similar happen to me. I’ve only seen it when I have created the email by using the “action button” or “share sheet” (or whatever the heck Apple is calling it these days). I think it’s happened from both Safari and Finder, but I can’t be sure.

The email is created, the attachment and signature are there, but when I select the email address or finish the autocomplete, everything is erased. It’s beyond frustrating, but it doesn’t happen reliably.

So, you’re not alone!