When one has worked for nearly a lifetime, contemplating retirement is a challenging task. Initially, there is the decision about the right time to retire. Then, there is the question about what to do after retirement, a decision that may be intertwined with the first. Finally, it is advisable to have a Plan B, i.e., what will I do if Retirement Plan A doesn't turn out as expected. To find the right answers to these question, it is important to know yourself, so that the retirement chosen fits the needs of the retiree in both timing and substance. In the following essay I will suggest some important considerations that should inform the retirement decision and provide advice based on my own experience, both positive and negative, about how to find contentment in retirement. [..]

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