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 Question Thank you! Oops! Related Content When Life Insurance Becomes Taxable Life insurance proceeds are generally tax-free. But not in all cases. How Will Working Affect Social Security Benefits? Knowing the rules may help you decide when to start benefits. Countdown to College Preparing for college means setting goals, staying focused, and tackling a few key milestones along the way.