I would write one final letter outlining what they owe and that further actions will be taken immediately if amount is not paid in full by X date. Send it with delivery confirmation. Then pursue both the military option as well as small claims court as soon as they miss the final deadline.

In the future, please do not take friends or family. Also, have parents pay in advance. Kids cannot come at all until bill is paid. I have parents pay every monday and their child cannot stay if payment is not provided at drop off on monday.

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