<<First, I converted my 403(b) to an IRA. My wife and I make just about 100k/year. I am almost positive that our total income (certainly our AGI) will be under 100K this year, but it might be the last year this happens until we retire (We are both age 35). Should we convert to a Roth now while we can?>>There are a number of issues involved in this decision. And it's simply impossible to provide any guidance without additional information (more information than you could EVER provide here). But you can read some of my thoughts on the matter in my article on "should you convert" in the Taxes FAQ area. << We will probably be in a higher tax bracket at retirement, but I am not sure. I am not sure what variables are even important so that I can make predictions.>>I discuss some of them in the Taxes FAQ area. << I am also not sure if I can afford to pay the 20% ($5,600) right now.>>The tax on conversion will likely be GREATER (perhaps much greater) than the 20% withholding that might be taken from your distribution. But I can say that most tax and financial pros agree that if you don't have "other" funds with which to pay the conversion taxes, then converting isn't necessarily a good idea. If you use the IRA to pay the conversion taxes, you get caught in a "catch 22" where only part of your IRA is converted, and the balance used to pay the taxes will also be subject to taxes AND penalties. << Second, if I have positions in my portfolio, can I move them without selling?>>Yup..TMF TaxesRoy
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