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 Split Annuity Strategy Here's one strategy that combines two different annuities to generate income and rebuild principal. When Should You Take Social Security Monthly Social Security payments differ substantially depending on when you start receiving benefits. The Cost of Procrastination Don't let procrastination keep you from pursuing your financial dreams and goals.