What does it take these days to get into a competitive school?

Being 14, I wouldn’t assume all of the above will be true when he applies. Sometimes kids can change a lot during HS. But if he does accomplish all of the above, then it’s very likely (but not certain) that he will be admitted to multiple highly selective colleges, particularly ones that compete in the sport where he is state ranked. Skimming through the thread, I’d expect the biggest weak area relates to things like LORs, essays, and other areas where the personality described may be notable. Many holistic, highly selective colleges are looking for genuinely nice persons who help their fellow students be successful and make the campus a better place, rather than “ruthless” competitors. For example, MIT’s CDS marks the most important criteria for admissions as “character/personal qualities” – more important than grades, scores, ECs, … They describe what they mean by character/personal qualities at http://mitadmissions.org/apply/process/match , which states

“The core of the MIT spirit is collaboration and cooperation… If you enjoy working alone all the time, that’s fine! But you’re probably not going to be particularly happy here”

“Our community is comprised of good people. People who take care of each other and lift each other up. People who inspire each other to work & dream beyond their potential. We’re looking to admit people who by nature will sustain the qualities of this community.”

“Work hard, play hard. Despite what you may have heard, this place is NOT all about work. To be successful here, you must prioritize some measure of down-time. Therefore we like to see that you’ve prioritized some down-time in high school as well. Question #3a (Tell us about something you do simply for the pleasure of it) is not a trick question. Answer it wisely.”

My experience at Stanford, which has a similar emphasis on character, was that for the most part students assisted each other, rather than competed with each other. For example, once during a pre-med chem class exam, a kid sitting in the row in front of me appeared to just give up in the middle of the exam. The guy sitting next to him, asked him what was wrong and tried to get to him to keep going on the exam, risking an honor code violation by talking during the exam to assist a fellow student. Students frequently studied together. The vast majority of persons working problem sets for my electrical engineering classes worked on the problem set HW assignments together in groups, so they’d end up submitting similar or same answers. This was not only permitted – it was encouraged. To this day, I don’t know what my decile rank in my college class was or who was val/sal/… This information was never given, likely to discourage competition.