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 18 Years Worth of Days The average retirement lasts for 18 years. Are you prepared to fill that many days? Social Security: The $64,000 Question One of the most common questions people ask about Social Security is when they should start taking benefits. Investment Strategies for Retirement Investment tools and strategies that can enable you to pursue your retirement goals.