Tag: #retiregradually

For many senior leaders, retirement isn’t just a change in schedule – it’s a profound shift in their identity. Moving from the center of strategic decisions and organizational influence can feel disorienting, even diminishing. The end of an executive career often means stepping away from the very status, purpose, people and structure that defined daily life for decades. That’s why…

No, that’s not a typo in today’s headline. I want to contrast decision-making with how we choose to live with our decisions. If you’re over 50, you’ve likely faced many crossroads where big decisions required careful thought. Whether it’s choosing a new career, retiring in a new city, or downsizing your home, the act of making the decision often feels…

When we hear the word “wealth,” our minds often jump straight to our investment accounts. While financial security is undoubtedly important, it’s just one piece of a larger puzzle. This idea is explored in the book “Die With Zero,” by Bill Perkins, which emphasizes the importance of spending down your financial wealth to maximize life experiences. He argues that there’s…

When I finish a big event, like a half marathon, I find myself in a bit of a post-race slump. After weeks or months of training, the race comes and goes, and suddenly I’m left wondering: what now? It’s tough to get back into the groove after achieving a goal like that. The motivation isn’t as strong, and I’m not…

Today I’d like to take a bit of a pause from writing about approaches to retirement and reflect a bit on the opportunities we have whether we’re working full-time, part-time or not currently working in the traditional sense. It strikes me that the question, “Why me?” is often asked in times of hardship, ‘bad luck’ or bad news.  When we…

How are you doing with your New Year’s resolutions from just a few weeks ago? Often the goals we set at the beginning of a year are ambitious, but then they fall by the wayside. In a recent Wall Street Journal article, Ron Shaich, billionaire entrepreneur and investor, offered a more practical alternative: the “premortem.” Each year, Shaich reflects on…