When are you supposed to co-sign and when should you stay silent? I struggle with this one

[Anonymous]

I’m referring to the situations where you share the same feelings or opinion. When should you jump in and say that you agree and when should you sit back and remain quiet.

Example: Coworker tells my manager in a meeting how amazing he is at xyz. A few others say yes you are John. I’ve told him this before stayed quiet and just smiled. Now I’m over thinking it and if this was the chance to jump in and say something like, Yes! I always tell John he’s amazing!

Example: Jane and Bill are chatting about a big win for their work team. I know about the win and say yes, you all did great! They both stare at me and just continue on.

I never can gauge the right amount of agreement and when I jump in people seem to look at me strangely but when I am quiet I feel bad about being quiet.

[Anonymous]

In both situations, you are not continuing the conversation, so that's what's making it weird. You should say something that acknowledges previous statements.

[Anonymous]

I never cosign.