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Originally Posted by BigFurry
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The answers will change depending on what country you're in. If you're looking for help, you can always connect with a company like webmasterchecks.com - they'll invoice you for the payments so it's basically like a big marketing expenditure for you while they handle the W-9 forms and stuff.
Either way you'll want an accountant to review and consult. Webmaster payments can exceed $10,000 and payments higher than $10k often put you on the radar. Even when you're operating a legitimate affiliate program larger sums of money trigger analysis for money laundering and the patriot act (which watches for terrorism funds etc).