Retirement Buying a Vacation Home? 5 Questions to Consider First Share | Related Content 18 Years’ Worth of Days The average retirement lasts for 18 years, with many lasting even longer. Will you fill your post-retirement days with purpose? How Will Working Affect Social Security Benefits? Knowing the rules may help you decide when to start benefits. Self-Employed Retirement Plans Estimate the maximum contribution amount for a Self-Employed 401(k), SIMPLE IRA, or SEP.