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 Retirement Redefined Around the country, attitudes about retirement are shifting. When Should You Take Social Security Monthly Social Security payments differ substantially depending on when you start receiving benefits. A Look at Systematic Withdrawals This calculator may help you estimate how long funds may last given regular withdrawals.