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It's possible to get a higher rate of return if you're willing to risk losing your capital. But to convert between tax rates you should use the risk-free rate of return, because considered as an anti-investment, a wealth tax is absolutely risk-free: you will absolutely owe the government that money. And while you do have to put "risk-free" in scare quotes when talking about returns, the kind of risks you're talking about now are the almost apocalyptic kind that would make tax rates a moot point.2
The same conversion rate applies to capital gains. The source of the multiple is whether the money is taxed every year or just once. Indeed it's the same math you'd use to calculate the value of any income-generating asset.3
You can deduct some state tax from your federal income taxes, but there's a cap on how much you can deduct, which means in the marginal case we simply add the two rates.