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? Address Thank you! Oops! Related Contents Tuning Your Social Security Benefit When should you take your Social Security benefit? When Should You Take Social Security Monthly Social Security payments differ substantially depending on when you start receiving benefits. Retirement Plan Distributions There are a number of ways to withdraw money from a qualified retirement plan.