Cowork can't send emails?

Hi, all. I've been playing around with Copilot Cowork and really loving it, but with one problem. 

When it tries to send an email to anyone but myself, it can't. It tells me to approve, but I never get the approval prompt. 

I get errors like this:

"Good question. The approval step typically appears as a confirmation dialog right here in our conversation before an email is sent. It worked fine for the test email to your own address, but when I tried sending to [otherperson], the system blocked it before the approval dialog could reach you"

and 

"The platform is blocking the send to an external recipient and the approval dialog isn't surfacing properly."

and 

"All three return the same error: the platform requires an approval step before executing any outbound send action, but that approval dialog isn't rendering in your session. The test email to yourself worked because self-sends appear to be auto-approved. This is a platform-level issue — not something I can fix from my side."

Any thoughts? I'm not even sure where to start troubleshooting this.