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I am a young, new, and possibly dumb investor. And I would appreciate anyone that can answer my question. In Dec of '99, after leaving the company I worked for, took my Savings Plan and rolled the money into a Rollover IRA (ok so far). After learning the benefits of a Roth, I decided to convert the Rollover IRA into a Roth IRA in March of 2000. I did not add any money to the IRA's. The question is, do I have to pay taxes on the entire amount that was rolled over into the Roth. I have heard and read mixed things. This was all prior to my discovery of the Motely Fool, and I unwisely had a strong majority of money weighted in technology, and nearly all of it is gone. My fear is to have to pay taxes on a large sum of money (to me), not be able to write off the loss, and no longer have the money to invest. Please help me in my time of need.

Learing Slowly,
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