Should I Pay Off Debt or Invest? This calculator will help determine whether you should invest funds or pay down debt. 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 Should I Buy or Lease an Auto? This calculator compares the financial impact of leasing versus buying an automobile. The Utility of Sector Investing Successful sector investing is dependent upon an accurate analysis about when to rotate in and out. You May Need to Make Estimated Tax Payments If… Have income that isn’t subject to tax withholding? Or insufficient withholdings? You may have to pay estimated taxes.