Oh! It seems the baby is having a harrowing time adjusting. I think you need to speak to the teacher in the school and explain how he is waking up crying at night. Since, school is the only environment he is finding alien, the teacher would be of great help. If she would give him personal attention, make him sit close to her table, and interact more and more with her would make the kid comfortable at school. If it is fine with the teacher calling her home for lunch will also make the kid feel fine at school, as he would know that teacher is someone who is family. or when at home you can help him familiarise more and more with his school. You can sit and draw the picture of school, teachers and kids and make him colour it. You can repeatedly make the drawing off and on so that every day when he goes to school, he doesn't find it new every morning. And if the elder one is in the same school, you cantle him to meet him during the breaks and play with him.
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