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Step 3: Send to the IRS. Package all of these forms up in an envelope. The IRS generally takes between 12 and 15 weeks to issue a refund from the time you submit your application. They're busiest at tax time of course (April to June), but the fastest way to get your tax money back is to send the application in early January.
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If he won a lot of money I would give him his $50 back and offer $5K. Now anytime it is 50/50 its after taxes. There is no way you can win $100K and not have taxes taken out.Also if there is ever a next time, I won't have any money for you. Chances are we would never be at a casino together again.
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