“You will ask in my name.” By “name,” Jesus means “nature.” He isn’t saying, “You will use my name as a magic word to get what you want from the Father.” He’s saying, “You will be so intimate with me that you will be one with me.”
“In that day . . .” The day Jesus is speaking of isn’t a day in the future; it’s here and now. It’s a day of undisturbed relationship between God and his child. Just as Jesus stood blameless in the presence of his Father, so by the baptism of the Spirit are we lifted into relationship with him: “. . . that all of them may be one, Father, just as you are in me and I am in you. May they also be in us” (John 17:21).
“The Father himself loves you.” The union is complete and absolute. Our Lord doesn’t mean that your external life will be free of complexity and confusion, but that just as he knew the Father’s heart and mind, you too will know it. By the baptism of the Holy Spirit, he will lift you into the heavenly places, where he can reveal God’s counsels to you.
“My Father will give you whatever you ask in my name” (16:23). Jesus is saying that God will recognize our prayers. What a challenge! By the power of the resurrection and the ascension, by the sent-down Holy Spirit, we can be lifted into such a relationship with the Father that we are at one with his sovereign will, just as Jesus was. In this wonderful position, we can pray to God in his name—in his nature—which is gifted to us by the Holy Spirit, and whatever we ask will be given.