Reflecting back on what your life was like at 23 years old is one thing. Seeing it through the eyes of your youngest sibling is an entirely different experience. My youngest (and only) brother graduated from college this past spring. I took the occasion to give him a proper adult gift: a watch. I also took this as an opportunity to force him to talk to me about what it's like to be transitioning from college life to adult life as an oft misunderstood young millennial. He kindly humored me.