Chapter X: Why Successful 50+ Men Struggle When It’s Time To Transition

By September 10, 2019Uncategorized

The work life of successful men is typically all about channeling our energy and attention into producing measurable results—and generating plenty of income.

We begin our career with an ascent that’s typically linear. We learn as we climb, and before we reach the summit we’ve achieved complete  mastery.

But for many men, things start shifting when we reach a certain age. Sometime after 50 or 60, maybe even 70, someone begins to let us know that it’s time to step aside and make room for the next generation. Or maybe we’re abruptly shown the door. However it happens, we are left to begin the search for mastery and meaning in new ways.

It’s what I call Chapter X.

To move from a laser focus on our career into something that looks like a down-shift or even “retirement” requires creative thinking and a new kind of bravery.

It’s especially hard on men because we’re supposed to be driven, aggressive, tough, risk-taking.

Here’s the really rude awakening: men, when they hit the age when it’s time to down-shift, “impose an added burden on themselves; an outdated sense of masculinity,” says Louis Bezich, senior vice president of strategic alliances at Cooper University Health Care and author of the book Crack The Code: 10 Proven Secrets that Motivate Healthy Behavior and Inspire Fulfillment in Men Over 50.

Women tend to actually feel good about retirement, viewing it as a time to pursue new goals and meaningful work, according to a survey that TD Ameritrade conducted last year.

Why can’t men be more like women in the way they view retirement? It’s all about how deeply a man’s work and career standing define who he is. Often we spend the first part of our adult lives so focused on our work that we can’t imagine making a 180-degree turn to a life defined by passions outside of our work or close relationships.

For the most part, we haven’t been socialized to deal with a profound change in our identity. And paradoxically, although men are supposed to be risk takers out there in the world, we fear that if we try new skills, habits and behaviors, we might make mistakes and look completely foolish.

To make it worse, this new world we are entering doesn’t follow the old rules. It’s non-linear. In fact there are no rules aside from those of nature (e.g. it’s probably too late to pitch for the Yankees).

Yet Chapter X can be filled with meaning and mastery and new beginnings if we man up and face some truths about it head-on. :

  • What worked to make us successful up to now may well be the opposite of what we need to pursue success in this next stage.
  • We have to let go of independence and dominance as the primary goal and seek to become more interdependent with the people and constituencies we value. And that includes having a team to support us.
  • There isn’t a blueprint to follow—it’s more of an empty sack to be filled. We can and must, if we are to live fully, build a personal roadmap as we decide what this new life should include.
  • It’s normal to fear the unknown and be hesitant about moving forward. The key is to be willing to experiment instead of hiding out in our comfort zones (and yet another reason that we need a support team).
  • We won’t get it 100% right the first time out and that’s okay. Part of this new state of being is embracing a beginner’s mind.
  • Our definition of success may well shift in surprising ways as we explore what comes next.
  • That discomfort we feel with the in-between? It’s just our bodies telling us we’re in unfamiliar territory. It’s not fatal—it’s just discomfort that we’ll get through.

As a financial life planner (and well over 50 myself), not only have I become deeply immersed in this challenge, but I’m also convinced we can make the adventure easier, more fruitful and frankly, more fun.

It’s time we start a dialogue about this next chapter of mastery and meaning for successful men over 50. So starting tomorrow, I’m introducing a daily email series for successful men over 50 (and those who love them). Think practical tools, a little inspiration and more than a few stories of those who’ve jumped the hurdle.

My goal is to create a space where we can speak candidly and openly about the joys and challenges of navigating this next chapter. And, to provide the tools successful men need to design their own roadmap for what’s next.

If you’d like to join me, sign up here and you’re in.

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