Can I Roll My 403(b) Into an Annuity? Rules, Taxes and Traps

Usually yes. A 403(b) distribution can generally be rolled tax-free to a traditional IRA, and an annuity can then be bought inside that IRA, but only if your plan lets you take the money out and the payment is an eligible rollover distribution. Hardship payments, required minimum distributions and lifetime installment payments cannot be rolled.