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 Message Thank you! Oops! Related Content When Should You Take Social Security Monthly Social Security payments differ substantially depending on when you start receiving benefits. Acres of Diamonds In life it often happens that the answers to our most pressing questions are right in our own backyards. Disability Protection for Your Employees and Your Business Many business owners are surprised to learn that wages paid to a disabled employee, not subject to a written plan, are not tax-deductible business expenses.