Christopher Jones, a certified financial planner and founder of Sparrow Wealth Management in Las Vegas, says your own plans for retirement and the rest of your life will help to determine the best option for you. The lump sum-versus-annuity question “comes down to how comfortable you are managing money or working with a financial adviser to manage it,” Jones says. Ultimately, the decision “really is based on what your goals are and what personal challenges there are going to be.”