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 What Can You Buy With 529 Distributions? This article can be a helpful guide when begin preparing for education expenses. When Life Insurance Becomes Taxable Life insurance proceeds are generally tax-free. But not in all cases. Disability and Your Finances In the event of an unforeseen accident or illness, disability insurance may be a good way to protect your income and savings.