New Zealand Law
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You can bring a claim against him in the District Court, if the total money advanced is under $200,000. The best way may be a summary judgment application if you know the exact amounts he owes, and any interest. It can be based on a verbal agreement if you have not documented the claims in writing. This is not a difficult process but I would recommend using a lawyer and you can claim costs for the case as part of the claim. Summary judgment is a fairly fast process, and will bring this to a head quickly.