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The biggest reason is pretty simple. When companies pay their employees with restricted stock, as Amazon does, the tax code allows them a deduction for the value of the restricted stock when the employees have full access to that stock, and can actually sell it (on the vest date).
State tax officials the Board of Equalization at the time initially declared that Amazon would collect taxes on items that it packaged and delivered for independent sellers. But then the board just as quickly reversed itself and in a letter said Amazon did not have to collect those taxes.
Amazon calculates, collects, and remits tax on sales made by merchants shipped to customers located in the states that have enacted Marketplace Facilitator, Marketplace Fairness, or similar laws. These laws shift collection responsibility from the merchant to the marketplace facilitating the merchants sale.
Technically speaking, Amazon does not charge sales tax because only governments can levy taxes. What Amazon can do is set up processes and systems through which taxes are applied to online transactions.
Amazon does not collect sales taxes from Montana, New Hampshire, and Oregon, since those states do not have state sales taxes.

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These factors can change between the time you place an order and when your shipment is complete. As a result, the tax calculated on your order may change. We display an Estimated Tax to be collected at Check Out when confirming an order.
Throughout this debate, the argument has often focused on the claim that failing to create a suitable Internet commerce tax will lead to the steady decline of state revenues, perhaps as much as $20 billion a year, docHubly hindering the development of state infrastructure.

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