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 A Bucket Plan to Go with Your Bucket List A bucket plan can help you be better prepared for a comfortable retirement. Three Key Questions to Answer Before Taking Social Security When to start? Should I continue to work? How can I maximize my benefit? Annuity Comparison This calculator compares a hypothetical fixed annuity with an account where the interest is taxed each year.