My little guy started at 4 years and 11 months. He would have gone crazy if he had an extra year at home. He was so excited about going and he was so ready for it. He's settled in really well and he's pretty much the same age as all the other little folk in his class. He was in pre-school last year and when I asked his teacher about holding him back for a year she had a bit of a giggle at me and told me that he was ready so I went with her judgement since she's the professional. My other little guy was one of the youngest in his class because he started under a different system and he has had no trouble. On the contrary, his teachers have never had anything that wasn't positive to say about him, he's excelling in maths and public speaking and he takes a leadership role whenever he can. Another little girl that was in his class who is older than him has been held back to repeat kindy so really it comes down to the individual child.
I think that holding a child back who is school ready just because you want them to be the oldest is silly. There isn't much benefit in being the oldest and it would be a bit depressing being the same level as kids who are a year younger. That said I think sending a child who isn't ready just because they are eligible is silly too.
The NSW education department used to have a school readiness check-list. It was stuff like being able to put their shoes on and their own clothes and being able to raise their hand to ask a question if they needed to and cutting in a straight line and so on. IMO if they tick all the boxes on the school readiness then you send them and if they don't then you keep them back.





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Then at the age of 3 it was like a switch was turned on. And he started to open up socially. 2 days of 3yo preschool did him wonders. He started Kindergarten (big school) this year, and there is just no way he could have been held back (just like Onyx). I've had a chat to his teacher about various things, he was definitely very ready for school, so no issues there, he did say that we might hit a few bumps along the way socially because he's one of the youngest, one of those bumps at the moment is the tiredness that comes from the effort of school. There are 6 yr olds in his class and he's only just turned 5, but he's doing just fine
Going by the birthdays at preschool, majority of the kids were turning 5 in the 2nd half of the year, so really were probably only 6mths older than him.. not all of them are going to be significantly older, if that makes sense. I completely agree that the decision needs to be made closer to the time rather than now at the age of 2. When you think about it, all the Nov/Dec babies won't have a choice of when to start.. that's only 2/3 months older than your DS. So I wouldn't go in believing that he'll be completely surrounded by 6 yr olds if he starts at 5 
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