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Once it's over and I reach my arbitrary, not-yet-determined goal, I plan to make a follow-up post proving that I transfered the funds to the right party.

Do you have any advice about what the best proof would be?

Providing proof of transaction would be the best possible action or a picture of you handing said money over. Would likely be the best course, unless your friend has access to the internet and can make his own account and can verify you gave him said money.

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