How to Retire Early Retiring early sounds like a dream come true, but it’s important to take a look at the cold, hard facts. Share | Have A Question About This Topic? Name Email Address Message Thank you! Oops! Related Content When Life Insurance Becomes Taxable Life insurance proceeds are generally tax-free. But not in all cases. When Do You Need a Will? When do you need a will? The answer is easy: Right Now. Infographic: Risks at Retirement Make a plan to take these risks off the table.