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You also need to know that if you convert you need to come up with the cash to pay the taxes. If the amount in the 401(k) is large this can be pretty significant amount. For example, if you have $100,000 and you convert it to Roth, you are probably going to need to come up with $28,000 or more to pay the taxes.

Thanks for the reply. When I was spoke to a rep at Vanguard (with whom I'd like to keep this money, I have no desire to move it out of Vanguard. I was pointing out Scottrade to show that I already have a brokerage account so that is not a benefit for me), he mentioned that I would not have to actually shell out the cash now since I'm not selling any holdings, I'm merely transferring them.

Though, what you're saying makes more sense to me. I'll have to put in another call.

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