Reinventing Your Career After 50: What Most People Get Wrong
Have you been repeatedly inspired by the stories of friends, colleagues, or people you follow online who changed careers in their fifties and started something entirely different? Have you wondered, even for a moment, how exciting it would be to follow their example?
Then this article is for you.
In all honesty, nobody ever said it was easy. It never is. But the most difficult step may well be the very first one: overcoming your preconceived ideas about what it takes to follow your inner North Star and begin a meaningful second act of life.
Over the years, I have noticed that the same beliefs come back again and again when professionals start considering a career transition later in life. Here are four of the most common misconceptions I hear before the real work begins.
1. I am too old
Misconceptions about age are particularly powerful because ageing itself remains a taboo. Things become even more uncomfortable the day you realise you are now officially part of the “senior” or “older” workforce. At that point, the only visible horizon seems to be retirement.
If that is not what you want — if the idea of stepping out at a given date makes your stomach tighten — you may find yourself asking: “How old will I be when I finally succeed in a new career?”
The short answer is simple: the same age you will be if you stay exactly where you are.
We age anyway. That is a fact of life.
The better answer is this: you have choices. You always do. A new professional chapter may come with a different lifestyle, one where work and personal life are combined in a way that feels more humane and more aligned with who you are today. Research confirms this shift. According to Aegon’s studies on retirement, many experienced professionals no longer want the traditional “cliff-edge” retirement, but rather a gradual transition toward a rhythm that better suits their evolving needs.
2. I will need a lot of training
This belief is also widespread — and often exaggerated.
Once you are truly clear about what you want to do, the rest becomes execution. If additional skills are required, you will acquire them. Motivation plays a far greater role than age ever could.
One of my clients transitioned from being a CEO in the media industry to becoming a professional skipper, sailing clients across the Mediterranean on a luxury boat. While he had been an experienced sailor for years, he needed a formal certification. He committed fully, trained for six months, and graduated with honours.
The desire to learn does not fade with time. On the contrary, as the Brave Starts survey highlights, the drive to learn remains strong — enriched by the perspective, discernment, and self-awareness that come with experience.
3. I will lose my status
Yes, you probably will. And that can feel unsettling.
But the more important question is not what you lose — it is what you gain instead.
When was the last time you revisited your definition of success? What truly matters to you now? What do you want people to see in you? What impact do you want to have?
Perhaps you want to use your experience in a more meaningful way. Perhaps an entrepreneurial idea has been quietly waiting for permission to exist. There are no right or wrong answers here — only an invitation to realign your actions with your values.
Business cards and titles lose their power quickly when they no longer reflect who you are becoming. As you step into your second act, a new form of status naturally emerges — one rooted less in hierarchy and more in coherence, contribution, and freedom.
4. I will be financially vulnerable
If financial concerns are part of your reflection, you are asking the right questions.
Money matters. A career transition must be approached with clarity, not wishful thinking. You need a full-picture view in order to make an informed decision — one that considers both your needs and those of your family.
This exploration is essential because many of us unconsciously cling to financial standards that no longer match what we truly want. You may discover that you are ready to simplify, downsize, relocate, or redesign your lifestyle. Doing work that feels meaningful often comes with rewards that go far beyond salary, sometimes making it easier to let go of things that once mattered more.
Different phases of life bring different priorities. Reviewing your assets, income expectations, and pension planning helps you understand what you already have — and what you actually need — to support the life you want to live.
¹ Unlocking the Value of an ageing working force, 2021
