A Fruitful Retirement: Social Security Benefit Taking your Social Security benefits at the right time may help maximize your benefit. Share | Have A Question About This Topic? Name Email Address Question Thank you! Oops! Related Contents Dreaming Up an Active Retirement When you retire, how will you treat your next chapter? Social Security: The 64,000 Dollar Question One of the most common questions people ask about Social Security is when they should start taking benefits. My Retirement Savings Estimate how long your retirement savings may last using various monthly cash flow rates.