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Welcome to JA.
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Please can summarise what you would like to know today about the small claims procedure?
Just to clarify was the order to send the documents ONLY to the Court by 15.1.2020 and you sent the documents on 17.2.2020 to the court but NOT your opponent?
Given you sent the documents on 14th January 2020 and more importantly you have evidence to support your situation then Its likely the court will accept your position. Therefore gather all evidence to show you sent the document on the 14th. Further if you have evidence that the court received the document on the 15th that will be great too because don't forget the order says the court should RECEIVE the documents by 15th of January.
I hope I have clarified the position, if not please let me know.
Your responsibility is to send the documents before the 15th of January and ensure it gets there by the 15th and given you have proof of receipt on the 14th it appears you have fulfilled this direction.
You should send your evidence to your opponent and then ask them to either drop this argument or provide reasons why they are still taking this point.
Your welcome and have a good night.