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. Share | Have A Question About This Topic? Name Email Address Question Thank you! Oops! Related Content Who's On Your Financial Dream Team? On a team, all players count, but some key positions are more critical to success. Insurance Needs Assessment: For Empty Nesters and Retirees Do your insurance needs stay the same when the nest empties? Social Security: The 64,000 Dollar Question One of the most common questions people ask about Social Security is when they should start taking benefits.