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? Address 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. An Inside Look at Retirement Living A number of questions and concerns need to be addressed to help you better prepare for retirement living.