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Personal Finance (Not Investing) • Re: Tax underpayment oopsy



OK, thanks. I figured they would probably set it up that. I guess if the money were in a more aggressive fund or stock, it could overcome the penalty, but yeah, where it's at now, the 7-day avg yield is like 4.15% or something.
However, if you want to be tricky...
Withholding is automatically considered to have been paid evenly throughout the year, even if it wasn't.
You could file a new W-4 around October and crank up your withholding around the end of the year. Especially if your employer uses something like Workday and you won't annoy HR filing them twice a year.
Or, you could burn your one-per-12-months indirect IRA rollover by taking a distribution with an unusually high withholding amount, then replacing those funds from another source within 60 days.
Interesting! I don't know how fancy I want to get, but it's good to know. To add more complications, I am currently working as a self-employed contractor, so will have to make quarterly payments for that. Not sure how long that will last, though, since the prospect of landing a new W2 job look pretty good. I'll probably end up doing the contracting thing just long enough to make my 2025 taxes slightly more annoying. I was debating just having HR Block do them since they're right down the street from me, but not sure it's really worth it.

Statistics: Posted by GordonG — Sat Feb 22, 2025 12:29 am



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