君を元気にさせるのに何と言っていいか分からないよ。
I don't know what to say to make you feel better.
5ヶ月分のピル下さいと言って、分かりましたといわれた。
I said, "Five months worth of the Pill, please," and was told "Certainly."
代わりと言っては何ですが、・・・私が、いささか、ご指南いたしましょう。
It would be presumptuous to call myself his replacement, but I could offer some guidance.