I don’t know his age, but don’t be too quick rule out requesting the typing accommodation, because his workload will ramp up. I understand he doesn’t want to stand out, so now is probably time to help him come to terms with using accommodations. The best book I’ve read for helping students learn to advocate for themselves and accept accommodations is Henry Reiff’s Self-Advocacy Skills for Students with Learning Disabilities: Making it Happen in College and Beyond. It’s not perfect, and it’s not new, but it’s clear, helpful, and encouraging. And the author is a professor and a PhD with learning disabilities who had to learn these skills for himself. My review: http://www.learndifferently.com/2017/07/20/self-advocacy-skills-for-students-with-learning-disabilities/

Re SAT/ACT accommodations, be sure to describe all accommodations you currently provide, whether you transcribe, use dictation software, or anything else you may think typical, but not normally provided to a neurotypical student in a typical classroom. Also, Hal and Melanie Young’s book on getting accommodations is good. I reviewed it here: https://www.learndifferently.com/2018/12/07/accommodations-for-college-exams-classes-new-book-helps-parents-students/

I found I continually had to readjust my expectations of what my son could do. I aimed too high at first, trying to do too much college-prep (or in our case cc prep), and had to scale back. Or you can aim too low and the dc may make unexpected progress. (To this day, I don't know why ds found spelling easier around age 17.) Try to build on their interests and gifts as much as you can. Be patient when you can't figure out what their gifts are! I don't know how many kids w/ serious LD and ADHD make it to Eagle Scout, but by adjusting our school schedule (for instance, so a major project was never due day after a camping trip,) our ds made it to Eagle. Keep up with the hands-on activities and field trips. Make Life skills into 1 or more high school credit courses. Boy Scouts Personal Management Merit Badge isn't a bad start. See Christine Field's Life Skills for Kids. Make them cook, wash their clothes, etc. as much as they can handle. It takes longer to teach basic skills to our special kids, than to others, but it's even more important. (And we know it's not always easy to get anyl teen to do chores cheerfully.) I liked the Globe Fearon history texts: high school level material, low readability. We used lots of books on tape. I wish I had known about software that reads to you. I also wish I had known then about Speech Q or Dragon Naturally Speaking 10 dictation software. I hope Michelle and others of you find my book, Homeschooling Your Struggling Learner, helpful. Margaret in CO is my sil, and I finally broke down and signed up here. I have a hard time not spending hours on boards, so I put off subscribing. :D E-mail me off list if you have questions; address is on my website www.learndifferently.com