Can You Roll Over an Annuity to Another Annuity? This video explains how to roll over an existing annuity into a new annuity and when that can be done tax-deferred. The core question we answer is: if your current annuity no longer fits, can you move it into a better contract without cashing out and paying taxes right now? You’ll learn how 1035 exchanges allow certain annuity-to-annuity rollovers, which contracts qualify, and what happens to your cost basis, guarantees, and surrender schedule whe