You know, I can't find a "repeat underpayment penalty", though the IRS does have a "negligence or disregard of the rules or regulations penalty" so I think if you tried to pay 100% on tax day you may end up paying more than Bitcoin appreciates/holds purchasing power during the year. I agree Bitcoin is likely to be a better place to hold that 10% for the year.
There's a statement when you fill out a W-4 that amounts to "I affirm that this should net to roughly zero at tax day" and they'll likely point to that when you try to not pay incremental taxes.
You know, I can't find a "repeat underpayment penalty", though the IRS does have a "negligence or disregard of the rules or regulations penalty" so I think if you tried to pay 100% on tax day you may end up paying more than Bitcoin appreciates/holds purchasing power during the year. I agree Bitcoin is likely to be a better place to hold that 10% for the year.
There's a statement when you fill out a W-4 that amounts to "I affirm that this should net to roughly zero at tax day" and they'll likely point to that when you try to not pay incremental taxes.