Living A Confident Retirement Retirement means living on your own schedule rather than someone else’s. The most successful retirements I see include a large component of interaction with others, being volunteer work or time with family.The Confident part comes from knowing you will not run out of money in your lifetime, and that steps are in place to make the eventual transfers to those you care about as efficient as possible. There is confidence knowing they will have assistance at that time as well. Bryan, I am overwhelmed by all of this. PLEASE HELP. Name Email Phone Question Thank you! Oops!