I would not hold him back. My dh was held back for those reasons and it still bugs him. My mom was a teacher and shes always agreed with what LadyHawke10 said. Longterm studies have found that they are actually less likely to graduate college, more likely to divorce, face incarceration, etc when held back. I'll see if I can find the studies. My dd was 5 in Aug and is in K. She has had a rough year. Shes at level academically but not progressing as well as they'd hoped (since she entered school well above level) and it really exhausts her (half day program). Well we just found out she has horrible eyesight (20/200 in one eye, 20/80 in another) which explains the academic areas we were concerned about. She got her glasses yesterday and its a whole new world for her. Its a huge adjustment but even with that and missing about 2 weeks due to illnesses and another week where she was attending but not doing reading or writing work (her right eye was so bad that we couldn't strain her good eye anymore by having her read or write till she got her glasses) I still would not consider holding her back and her teachers strongly agree. I'm not really sure where so many parents got the idea that struggling a bit in school is a bad thing. I (Dec bday so I missed the cutoff and was one of the older kids) coasted all through school and was completely bored and never learned to work since things came so easily, so imagine my surprise when I entered college and the work force... YIKES! I had to completely relearn how to do things. My youngest brother was very youngest in his class, and there were times he had to work his butt off just to keep up, but he never got the "not living up to potential" comments that were on every single on of mine since I was so bored, and now at 18 in college hes doing fantastically and holding down a job as a granite fabricator simultaneously where he makes $36,000 a year on part time (which is enough that alot of kids would quit school, but he knows its not what he wants to be doing the rest of his life and wants a degree to fall back on). It never affected him socially either. Honestly based on people I know I would rather them be younger in school and have to work at it. My ds is gonna be very young when he goes in, in two years so I've given this alot of thought.