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<<I have an Annuity with TIAA-CREF that is several years old (more than 5).A) Is it possible to roll this money over into an IRA, B) If it is possible, are there any significant tax advantages or disadvantages to doing so?>>

You can rollover your TIAA annuity only after you have separated from your employer. Furthermore, they will only roll it over over a 10 year period. If it's a direct rollover, there is no difference in the taxability from leaving it in TIAA.

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