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. Roth 401(k) vs. Traditional 401(k) This calculator compares employee contributions to a Roth 401(k) and a traditional 401(k).