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Comment on Balsamiq - A look back at 2008parent

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No accountant can be awesome enough to write off much more than what is truly a business expense. The ultimate rule is that everything written off must have business purpose.

Now, you'll only get in trouble if you get audited, but writing off things that shouldn't be written off will stand out.

The best way to shelter yourself from taxes is to invest the money and then pay taxes on a long term capital gain (which have historically been lower than ordinary tax rates).

Retained earnings (if that's what you mean by invest) are taxed as well.

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