I’m not sure that you have stated your actual issue here. Why would your boss ask you to be the ice-breaker here? Is it in your job description to be the boss’s assistant when it come to employee discipline?
I think that you should make your boss do the dirty work. If that duty is not in your job description (which I’m making an educated guess about ased on the fact that your asking “how to do this…” meaning you weren’t trained to be a manager…) then you should not be doing this.
You shouldn’t even being asking how to do this, unless you were asking the boss to train you as a manager and to give you a raise.
I suggest that you not let people (like your boss) walk all over you.
You should talk to you boss, and explain in a calm and firm way that you are kindly refusing to help them speak with the other employer on the boss’s behalf.
I assume that you got yourself into this drama-triangle some how.
I suggest that you get yourself out, and mind your own business from now on.
Its not worth paying attention to other people’s drama, or ocmparing yourself to other’s work habits.
In the long run it will only put you in a pickle of Jam~
You are better then that.
Shoot higher…
Live your dreams…
Take inspired risks…
Do Everything you ever wanted to and more.
Now is the time, and I’m telling you, its all much more possible than you probably know.
Peace be unto you ~