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. Three Key Questions to Answer Before Taking Social Security When to start? Should I continue to work? How can I maximize my benefit? 18 Years Worth of Days The average retirement lasts for 18 years. Are you prepared to fill that many days?