If you/he ever figure this one out, please come back to share. Not even the U.S. Army has made any headway with our son in this regard.
You’ve gotten a lot of good advice here. Take comfort from the fact that imposter syndrome is real, and almost every new student/family is going through some level of what you’re experiencing even if they won’t admit it here. As a parent of a terribly disorganized (or so I thought) kid, I wondered how our son would juggle his new schedule and responsibilities on his own. Thankfully, as @gardenstategal posted, the schools don’t expect these teens to be fully formed. They’ve been in this business a long time, are skilled at selecting kids they know can thrive and, especially that first year, are on the outlook for kids who need a bit more help with adjustment.
I don’t think anyone has mentioned this yet, but your son will have an advisor who will, most likely, live in his dorm/on his floor who will get to know him well and be liaison between you/him/the school. At some schools, the advisor stays with the student for the duration but, even if advisors change, they are there to be eyes on your student. During early days especially, this person will check in with you, give you updates, and be your first point of contact for any issues or concerns you have. We were so grateful for the communication we had with our son’s advisor(s) over his BS years. They knew him well and kept the ship upright. Use this person; they want to hear from you and can be a tremendous help.*
So, mom, welcome to BS. Your concerns are legitimate, but every year a lot of bright, disorganized kids arrive on campus and graduate four years later a lot more polished than when they were dropped off. Even if their rooms are not.
*When our son ended up in the infirmary with strep just before his first set of finals freshman year, by the time we heard about it, his advisor had already communicated with his teachers and arranged for later dates for him to take his tests. He then called us with an update from the doctor, the doctor’s number, and not to worry about homework/finals. All I had to do was send our son a care package.
ETA: ChoatieKid should have had an infirmary bed named after him. H/we missed College Info weekend(!) junior year because he was in the hospital having his appendix out. It was his advisor who took him to the hospital and took care of all school logistics. God love her! We got there in time for the surgery and the blizzard. Good times.