it's the kind of summer conrad roy would have loved. conr conrad's aunt kim. >> tell us about him as he was growing up. >> he was kind of like the instigator in our family. he's the kid that never got in trouble. he'd start the trouble but he somehow got away with it. >> reporter: athletic? >> oh, yeah. he played baseball. he loved baseball. >> reporter: conrad, whose family calls him coco, excels, at least academically, in high school. he graduates in 2014 with good grades and test scores high enough to win him a free ride at a state college, but he's unsure whether to go off to school or join the family tugboat business. and did conrad like it? >> yeah. he loved it. he loved being on the water. he got his captain's license at the age of 18 which is pretty awesome. >> reporter: a life by the sea, with so much promise. but conrad is adrift. >> hi, this is conrad henry roy iii, reporting to you about what's going on through my mind, what's going on through my head the last few days. >> reporter: confiding deep emotional distress in privat