I don't agree that you have to start college after HS and go straight through. Most kids who do gap year programs around here do some sort of organized thing (volunteering or working, travel) that gives a freshman college student a good deal of maturity and perhaps a focus that others don't have.
And NbyNW, you are right about the working. Both of my kids worked summers in HS and had part time jobs starting at age 14. DS #2 started working as a teacher's assistant at the synagogue preschool school program once a month, when he was 13. He also babysat a lot and that was how he made the money to buy his first bike. He then became a teacher assistant in regular religious school, worked in a bike shop, and in a natural foods store. My older son also babysat, worked at Rite Aid (hated that) and at a cafe (where Marni was the manager!). He continued working at the cafe through his first year in college, on breaks. He then got a part time job at a cafe in Amherst, where he basically sliced meat, listened to music, and made a lot of lattes. He quit working in last semester, came home and did an internship during winter session and they offered him a job as soon as he graduated. He has been employed in the same field since. As one of his friends told me, he and his wife are the only "grown-ups" in their age group. They own a house, have decent jobs, and are financially responsible at age 30. Both of them have had their share of menial jobs.
My kids were the only ones of their friends who worked in HS. Everyone else was doing stuff to bolster their academic resumes. I think, for my older son at least, the fact he had done several customer facing, lower level jobs, was a big help for him when he went out in the professional world. And i think for my younger son, being in the military will be a big boost when he gets his degree in economics that he will start working on this year.



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