Social Security Taxes Estimate how much of your Social Security benefit may be considered taxable. You are viewing this website at a small screen resolution which doesn't support calculators. Click here to view this calculator. Have A Question About This Topic? Name Email Address Message Thank you! Oops! Related Content Tuning Your Social Security Benefit When should you take your Social Security benefit? Choosing a Business Structure Entrepreneurs all face the same question, “Which business structure should I adopt?” How Will Working Affect Social Security Benefits? Knowing the rules may help you decide when to start benefits.