The guy is in high school. You are telling him to skip college because
* "Anything you learn there is already 10 years out of date, and anything "new" you learn will be useless by the time you graduate"
You have got to be kidding me. What you learn in school is not the idea itself but a method of thinking, method of critiquing and the method of learning. One of the most effective ways to learn to solve problems is to solve problems that already have solutions and to learn from those that came before you. Yes you may learn "stuffs from the 70s" but you are learning them for a reason. For example, just because NoSQL is in vogue right now doesn't mean that relation theory should be discarded.
There is a value in going to school, being surrounded by a learning atmosphere, reassessing yourself every day and learning more about yourself.
* DO NOT get a CS degree. Go for finance, or liberal arts, even bio or chem, or some course of study where the instructors have a clue and have actually done something in that field.
Where did you got to school? Because almost all my CS professors not only had a "clue" but some even revolutionized the fields in CS. Seriously, you get to meet people who started fields, who wrote books, who first thought of the problems in CS schools. Computer Science is still in adolescence. You will still meet legends.
* how many BS/CS and MS/CS grads I interviewed that couldn't code their way out of a paper bag because they spent their college years writing compilers or some other such nonsense.
So? Just because you interviewed idiots doesn't mean everyone who got a BS/MS is one. Serious sampling bias there. I am sure YOU attract mediocre people.
* Get into a hot startup and listen and learn. The first six months will provide you with more experience than you'd get in a PhD program at any university (short of MIT or Stanford).
Wait. What? Do you really think 6 MONTHS of startup experience is a replacement for not BS not MS but a PhD in ANY university. Jesus Christ dude, how old are you? what is your educational background? What do you aspire to be?