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 A Fruitful Retirement: Social Security Benefit Taking your Social Security benefits at the right time may help maximize your benefit. Healthcare Costs in Retirement Without a solid approach, health care expenses may add up quickly and potentially alter your spending. Retirement Plan Distributions There are a number of ways to withdraw money from a qualified retirement plan.