B.H.
My daughter's birthday is 8/29
I sent her barely turning 5 and have always regretted it. I wanted her to repeat k, and they said no no she's not behind enough which was true, she did fine academically and there was tons of kids who did worse but she was working in her butt off to keep up and socially it was a disaster. The school wouldn't hold her back. We went on to 1st grade and the same thing but things got worse again they wouldn't hold her back. She didn't qualify for any special help, classes or title one nothing but she was struggling to keep up. Public schools are really weird about holding children back I think it looks bad on their end or something.
By 2nd grade this year it was apparent she was miserable. Her grades slipped, she lost many friends, and hated school. I had to pull her out and switch her to a private school to do this but I put her back a grade. She is the happiest girl in the world now. She is no longer the shortest, she's on the same maturity level, she's ahead academically you name it. My child loves school.
So my advise to you be really careful sending a child to Kindergarten with a August birthday especially a boy. I thought my child was mature and could handle it. She is very bright and very mature but compared to the kids a year older than her and that's what they were she wasn't. You put her with kids her age and she is mature and bright.These kids will be a year old, a year more mature and their little brains have a year on your child your child may always be catching up to them or always one step behind them. I won't even get started on the challenges we've had with sports teams and athletics. Noone wanted to give her a change or the time of day because she is small and young. She always had to prove herself. She couldn't relax in the classroom or on the playing field because of her age and size she was judged.