How do I get my profile icon to show in the Watching Now bar?

How do I get my profile icon to show here, instead of a grey silhouette?

do you have two accounts? I can’t find you when searching for users, if you’re set to private then that may be why

I didn’t even see that little checkbox, thanks.

Yes, that’s correct. If your account is set to private, your avatar won’t appear in the “watching now” section.