Skillful Living

18th June 2025

Rethinking Your Career: How to Transition Sustainably

Do You Dream of Reinventing Yourself?

Have you ever toyed with the idea of walking away from your current career? That outrageous, secret vision of starting over, maybe becoming a creative, a consultant, an entrepreneur, can feel both terrifying and exhilarating.

Many of us reach a point where our current work feels uninspiring, misaligned with who we’ve become. You wonder: “Gosh…can I really keep doing this for another 10 or 20 years?”

You might be thinking: “Yes, that’s me… but is this realistic? ”  You have responsibilities. A job that pays the bills. A family. And yet, the thought of doing something you’re actually passionate about lingers.

 

A passive Decision – Did you want this Career?

Many of us didn’t choose our careers freely. We followed advice from parents, carers, or teachers, well-meaning individuals who guided us toward “secure” or “respectable” paths. I mean, at 16 or 18 years, how could we truly know what we wanted? I was pretty clueless.

So we followed the path, at times to fulfill our parent’s or society’s dream, not our own. But by our 30s or 40s, those early choices can begin to feel like handcuffs. Doubts creep in. A growing sense of dissatisfaction. A quiet voice asking, Is this really it?

Too often, people stay in roles that drain them, jobs that harm their well-being, relationships, or mental health. And for many, it takes a major life event, like illness, burnout, bereavement, to finally re-evaluate their path.

What Makes a Fulfilling Career?

Listening recently  to the excellent episodes of The Knowledge Project podcast, I’ve noticed a pattern among successful and fulfilled people: career satisfaction is deeply personal and complex. It’s shaped by upbringing, education, culture, personal values, and defining life events.

Yet one common thread stands out: true career fulfillment really happens when passion, creativity, meaningful work, personal growth, and financial sustainability intersect, and when those elements align with your core values and sense of purpose.

Before You Leap: Ask some Honest Questions

Making a career change, especially a radical one, isn’t just a professional move. It’s deeply emotional. It’s empowering, but it’s also scary and uncertain. There will be setbacks and doubts. The only thing that will carry you through is clarity, the conviction that this new path is aligned with your vision, your values, and your sense of Self.

Before making a leap, ask yourself:

  • Have I explored all possibilities within my current job? (e.g., promotion, work hours pay raise, role change)
  • When was the last time I felt excited to start my workday?
  • Does my job bring meaning or a sense of purpose?
  • Are my core values aligned with my employer’s values?
  • If money weren’t an issue, what would I do?
  • What are my non-negotiables in a job or business?
  • What do I never want to experience again?

Create two lists: “Must Haves” and “Must Not Haves” for your next career move. Get crystal clear.

When your vision is sharp, you will be amazed to witness that your subconscious mind will work like a torpedo, guiding you toward the right people, positive enablers, opportunities, and intuitive decisions that will help you create your new reality.

Is your Career the actual Problem?

If, after reflecting on these questions, you’re still feeling confused or lost, speaking with a professional Coach or therapist can make a meaningful difference. Time and time again, clients have come to me believing their dissatisfaction stemmed from their job, only to discover, after a few sessions, that the real issue lay elsewhere. Often, it was a strained relationship, a past trauma, or unresolved emotional patterns. They were unintentionally projecting their unhappiness onto their work or other areas of life.

For some, a career change may not be necessary—or even possible. Your career doesn’t always have to align with your life’s purpose; sometimes, it simply serves as a practical means of income. Meaning and fulfillment can be found in other areas, such as volunteering, mentoring, or creative pursuits. When you channel your skills and energy into something that resonates with your values, it often revitalises your entire life.

How to Make a Career Shift, Responsibly

Let’s talk about the practical side. Do you have your financial ducks in a row?

Ideally, build a savings cushion to cover 5–7 months of living expenses. If you’re launching a business, a well-researched business plan is essential. Many businesses don’t turn a profit in the first year, so prepare accordingly.

A few sustainable transition strategies include:

  • Stay but switch to part-time in your current job while taking evening or weekend courses to build the necessary skills.
  • Do a mini-internship: Volunteer or work part-time in your desired field. This helps you build connections and experience.
  • Seek a Bridge job: Find a job that blends your current skill set with your new direction.

I’ve seen this firsthand: in one of my past companies, several interns were later hired full-time—not because of flashy résumés, but because they were passionate, reliable, and proactive. Like myself, I got my first job in TV by getting a job as a runner in a TV production company.

Grow, Change, or Leave?

Sometimes the choice is about growth. Sometimes it’s about departure.

But either way, ignoring dissatisfaction rarely makes it disappear. Staying too long in a role that no longer fits can lead to emotional and physical exhaustion, or worse, a crisis or burn-out that forces you to take a decision.

So, one last powerful question:

  • When you look back on your life, what will you want to have achieved—or be proud of?

Your answer might just be the nudge you need.

If you have any questions or going through a possible transition and would like some support, you can contact me via this form –  I’ll get back to you as soon as possible.

 

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