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Will Frei
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11. Make sure there's a pilot: In New York, your chartered flight is only exempt from sales tax if there's a pilot. Hotels and motels, on the other hand, are taxable. If your company wants a charter that's sales tax free, be sure to hire a pilot. Federation of Tax Administrators
12. Rihanna or Taylor Swift: Sellers of digital goods face an uphill battle when determining whether to charge sales tax on music or other digital products. For example, a Rihanna song downloaded in Indiana isn't subject to sales tax. If a digital music customer in New Jersey downloads Taylor Swift's latest, however, they pay sales tax. This cost doesn't include the price of attending concerts populated by screaming tween girls. Federation of Tax Administrators
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