…file an extension in a bull market year and pay your tax bill in October?

I have attached a helpful flow chart that covers your situation.

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If you’re talking US taxes, you still have to pay your estimated taxes by April 15th, even if you file an extension.

Yeah, love the idea, but an extension to file isn’t an extension to pay. That said, the penalties and interest could just the the cost of doing business if rates are cut and Bitcoin goes on a bull run between now and October. Roll the dice? 🎲🎲