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 Best-Performing Asset Classes Bonds may outperform stocks one year only to have stocks rebound the next. When Life Insurance Becomes Taxable Life insurance proceeds are generally tax-free. But not in all cases. Pay Yourself First It sounds simple, but paying yourself first can really pay off.