system
A chat on subreddit /r/wallstreetbets
human
You’re supposed to make estimated quarterly payments, and you can owe an underpayment fee if you don’t.
gpt
The underpayment fee is relatively tiny though. I purposely set my estimated taxes aside in high yield stablecoins, get 8%-10% over the year on that, then pay all at once w/ the small underpayment fee. Hell, interest rates are so high now you’d come out ahead using a basic savings account w/ this method.