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If I understand correctly - your son starts school in September 2020 - and the s91.14 order expires in January 2021.
In this case, just to be clear about the 91.14 - it doesn't prevent you applying, it just means that you have to ask for permission to apply. So, if around May next year, you were to make an application for a directions hearing to vary the order ahead of the school year starting in Sept 2020, this application would have merit and should pass the permission stage. You don't need to do anything until then though.
Can I clarify anything for you?