A Fruitful Retirement: Social Security Benefit Taking your Social Security benefits at the right time may help maximize your benefit. Share | Related Content Don't Buy The Hype There are a lot of misconceptions about Social Security. Here’s the truth about three of them. Three Key Questions to Answer Before Taking Social Security When to start? Should I continue to work? How can I maximize my benefit? Self-Employed Retirement Plans Estimate the maximum contribution amount for a Self-Employed 401(k), SIMPLE IRA, or SEP.