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Best and worst filing day: A Tuesday that made me $3,200 richer and $800 poorer in 6 hours
I had this one Tuesday last March that was wild. I finished organizing all my 1099s and receipts and found a deduction I'd missed for a home office setup. That saved me about $3,200 on my estimated taxes, which felt amazing. But then I realized I'd been putting off paying my quarterly estimate and the penalty fee hit for $800. So I ended up net positive but still felt burned by my own laziness. Idk, is it better to find a big deduction late or just pay on time and avoid fees? Has anyone else had a day where the highs and lows balanced out like that?
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max_schmidt772mo ago
Set up autopay after that happened to me too.
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robin8962mo ago
Yeah I read this article saying autopay actually makes people LESS likely to overdraft because you just don't forget. Definitely saves me the headache of late fees.
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mitchell.thomas2mo ago
Used to hate autopay but you're right, it's the only way to not screw it up.
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