You should work because you want to not because have to. A successful retirement is largely based on having interests beyond work and staying physically, mentally and socially active.  Many choose not to continue to work (at least at their current jobs) and to redefine their lives. I found several great guest posts on the site Retirement And Good Living by retirees who are sailing full time, started businesses based on hobbies, RVing across the US and New Zealand, backpacking across the globe, volunteering with various organizations, retiring overseas and more. It gives you a good perspective of the possibilities.