Left to another firm. For my 401K, I have 2 options. Rollover funds to new firm or withdraw all funds in cash. If I were to withdraw all the funds, how much would roughly would I be taxed + penalized?

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You'll just get a tax doc from them at year end and it'll show the amount as distribution, counting that as basic income. Effectively, it'll be taxed at your marginal tax rate (you'll owe this to irs come tax time).

Keep in mind, that there'll be a penalty of 10% (I think) which will just be deducted at source

Better to rollover to current 401K, keep in existing 401K (doubt that your prior company plan administrator can force you to rollover or take distribution), or open an IRA and move the money there (schwabb, td, etc)

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You will be taxed at your marginal rate of tax.

They will withhold 20% They will penalize 10%

Roll it. Your future self will thank your current self. You need it more in 20+ years than you ever need it today and you'll never get back the tax breaks or penalties or compound returns.

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