those that are W2: when you make a lot is it normal to have a big tax bill at filing?i pay a ton at every bonus out my paycheck so i have no idea whats going on

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Depends on how much you make and what bracket you fall in. Bonus WH is usually 28% of gross, so if your bracket is higher than that, yes..

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I remember my first commission…

In sales, your priorities are as follows;

1 - knowing what makes the most money possible
2 - doing that and if possible, only that… or at least as much of that as you can
3- knowing where all the money goes and what to do with it

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How are you making 500k and not knowing that you’ll have a big tax bill? I want to say welcome to the club but I’m convinced that you’re full of shit…

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W-4 withholding changed in the last couple years & most companies didn’t ask you to resubmit. If you are ending up owing (and don’t like writing that check), increase your withholding.

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“We are fully remote”

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