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 Message Thank you! Oops! Related Content Questions to Consider When Buying a Vacation Home Doing your research is key before buying a vacation home. 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.