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Leave request spanning two leave years

Each year at Xmas people book leave at the end of December into the beginning of January. The system tries to take all of the leave from the first leave year rather than recognising that some should come from one e.g 2015 and some from the next 2016. This is less of a problem now that debt is carried over but leads to a lot of managers refusing requests as they think leave allowances have been exceeded and employees having to edit and resend requests.

Can the system be updated to intelligently apportion the request to the correct years?

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