[Leia knew about the empathy bond so she probably should have hesitated from touching him without permission, but her own feelings are often a mystery. She doesn't mind letting him feel that very sincere pride and love for him, and relief that they won against all odds. There is no true sadness in her, despite knowing her own death. She did what she thought was right and she knew no better reason to die than for her son, or to attempt to bring someone back to the light.]

No one ever does feel ready. You just have to do it or not. [She is confirming what Lando said; the old guard knew this, having been new to it themselves, once upon a time. Leia was raised to be a leader, but not a military general. That came with time. She drops her hand from his face to his shoulder.]

I reached out with the Force to try and get through to Ben. I think it worked, but I don't know for certain.