My daughter made this one http://knitty.com/ISSUEsummer05/PATTtychus.html for her brother for Christmas last year. He is 18 and really likes it. If your brother is gung ho for his school you could do it in school colors. My daughter said the short rowing was easy, but changed the pattern at the end... she didn't bind off and then sew it together - instead she knitted it together.
I made this one for my husband and he loves it (his is beige merino wool)-he even tries it on in the summer because he likes the way it looks on him. [:00] Remember, you can make this hat shorter and still get the cool finishing on the crown :http://www.figandplum.com/archives/000021.html