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You have to pay quarterly if your withholding doesn't match you tax burdon. That's oversimplified but in general you cannot wait till tax day or else everyone would. You would just self withhold, leave the cash in a safe money market fund and make 4% on it till tax day.
Who cares? Do it anyway. The law doesn't fucking matter any more.
It does for us plebs.
An in-group that the law protects but does not bind, and an out-group that the law binds but does not protect.
Illegal if a few thousand people do it, but defacto legal if a few million people do it.
We need a 2025 word for illegal things getting a pass due to systemic chaos in the same way we had truthyness in the early 2000s. I propose "derelegal" to mean technically illegal but unenforced due to systemic chaos or legal rot.
Anarchy?
AND difference exceeds the $1500 quarterly buffer. That is, you only owe penalties if your withholding is more-than-a-little off in your favor.
I mention that because it’s an important detail for a useful tip re: filling w-4s. Since the withholding percentage is just an estimate based on that form, including the number of allowances you specify, it’s usually a good idea to “tune” that number to prevent over-withholding and, preferably, err somewhat in your favor.
It’s better to owe taxes on your return. If the IRS owes you, it means you inadvertently gave them an interest-free loan last year.
On second thought. Pretty sure you need to withhold too, otherwise you just do the same thing per quarter. If someone knows, please let me know so I can turn off withholding lol