That's a huge thing with kindergarten being able to adjust to life at school. Being able to listen, follow rules, follow directions, and SOCIALIZATION is HUGE. Is he the quiet good type or the hyper naughty type? The quiet good kid might come out of his shell and learn how to make friends and interact. The hyper naughty kid is going to drive the teacher nuts and constantly be in trouble. I know this because my daughter is in kindergarten and all the problem children just happen to be boys. And I can't believe some of the behavior I suppose it's a lack of maturity and inadequate socialization or rules at home. I dunno but I hear everyday how this boy or that boy was in the principal's office. I never hear about it being a girl. I'm sure there are naughty girls out there too. I guess if his birthday is coming up or is late summer wait a year. I think SOME boys have a harder time adjusting to school than girls. I know it's not all boys but alot. I volunteer at my daughters school alot and help out at lunchtime and it's seriously always the boys. I think if your questioning it don't send him til he's 6.
Before you do send him preschool is a great option
Library story time
local playground
sign him up for any lessons or sports you can find, swimming, teeball, soccer, karate, music, whatever you can find where he'll be in a group setting that is a huge help
I have a only child and what I did is send her to preschool at age 3 and age 4. She was also in swim lessons, teeball, soccer, tumbling, we go outside and play with the neighbors ALOT. My daughter has a late summer birthday and because I did all the above she was ready to go, barely turning 5. Her birtday is 3 days before the cutoff. Now I swear up and down if I hadn't done those things she would have done poorly and it would have been a nightmare. I would have had to wait til she was 6 instead. And let me tell you I know almost regret sending her at 5. It's crazy in kindergarten these days. They are learning exactly everything I learned in 1st grade. My daughter is not behind but she has to work hard to keep up. They are expected to read, tell time, understand weight, count, add, subrtract, write, If I had sent her at age 6 she wouldn't have to work so hard to keep up. It would be a little easier for her. She goes through the lunch line in the cafeteria and get's her hot lunch then goes to the cashier all by herself and puts in a electronic 4 digit pin number all by herself. It's alot more advanced these days. They are expected to do almost everything by themselves with little to no help. Going to the bathroom, putting on snowpants and boots for recess, EVERYTHING. Kindergarteners learn to be very very independant and they start the name calling and laughing at eachother very early on. It's not a breeze or anything easy like it use to be when we went. So I'm not trying to scare you or anything that's just what I've noticed. My daughter also goes full day which I pay extra for so it's slighty different than a half day classroom.