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 Ways to Manage Your Money and Taxes in Retirement Careful planning and tax-efficient drawdown strategies can help you enjoy the lifestyle you've dreamed of in retirement. When Life Insurance Becomes Taxable Life insurance proceeds are generally tax-free. But not in all cases. The Financial Literacy Crisis Many Americans are operating their personal finances with only the barest minimum of knowledge.