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How to choose a second career in your 40s and 50s

How to choose a second career in your 40s and 50s

How do you want to spend the rest of your life?

If you’re like me and most other people, you probably choose or fell into your first career when you were too young to know beans about your options or yourself.

For entertainment, here’s how my story went.

I graduated with a degree in Media Arts.

Quite.

I’m still in the dark today about what that really was.

To make myself marginally more appealing to employers, I did a three-month course at my local college of further education to learn how to use a computer and touch type.

I landed my first job as an admin assistant.

Three minutes later I was so bored with admin that I started volunteering to help with any work that distracted me from the tedium.

By pure chance, that additional work was communications related.

Four months later I wrote my own job description and got the company to make me their communications co-ordinator (what I lacked in experience I appear to have made up for in sheer front!)

After 18 months I applied for every media job in The Guardian, flooding the market with my CV until I landed a job in PR.

Side note: I had absolutely no idea what PR was.

Fast forward 16 years and I’d had a successful climb up the communications ladder to the heady heights of Vice President and Deputy MD Europe for a global digital marcoms agency.

I can hear the oooohs.

Now there was just one problem.

The career that I had worked relentlessly to build to that point was most definitely not the one I wanted to work at for the rest of my days.

The truth was that communications had chosen me, not I it.

There was no conscious selection based on my passion for the field or my most intrinsic personal drivers.

I’d had no idea at 21 what those things were.

Which meant that at 37 I was in a quandary.

I was craving something very different.

Something more meaningful, purposeful and fulfilling.

Something that allowed for a life with more space, time and peace.

But what? How was I going to choose the right path to pursue?

When I got over the ill-fated idea of using my CV to guide my choice, I faced a different problem.

The possibilities were endless!

Should I start my own business?

Should I work for a charity or non-profit?

Maybe I should try a company in an adjacent field?

What about going back to school to train for a career in something else?

Perhaps I should turn a hobby into a job?

After floundering for what felt like an eternity, jumping from one idea to the next but never feeling confident enough to settle on one definite thing, I hired a coach to help me deal with some separate personal issues.

And then it happened.

Unintentionally, the questions my coach asked me helped me narrow down what I really wanted from my second career and corresponding lifestyle.

They provided some thought-provoking guidelines that stopped me peering down the wrong avenues and helped me investigate the right ones.

So if you’re struggling to identify your own ideal career path from all the options available, write down your answers to these five questions and see what the combined result tells you.

  1. What activity, type of work or support have you gravitated towards and undertaken in your professional or personal life, even when it wasn’t in your job description or expected of you?
  1. Would you be happier living somewhere else?
  1. When did you stop doing what you loved?
  1. If you could write a book to help the world, that was guaranteed to be a best seller, what would the title be and what would it be about?
  1. If it was guaranteed that you couldn’t fail, what would you do?

Like me, your answers might just direct your thinking and your ultimate second act 😊

P.S. If you’d like some structured help coming to a clear conclusion on your second career, which takes into account your ideal life criteria, check out Work Wonderland.

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The biggest mistake people make when determining a second career in their 40s and 50s

The biggest mistake people make when determining a second career in their 40s and 50s

It’s confession time. I made this mistake. (I know, imagine).

Ten years ago, I was hankering after a second career. While I’d built up years of knowledge, skills and experience in my field, I dreamed of a making a real change.

I’d spend hours visualising a lifestyle and career that afforded me more time, more freedom and more personal fulfilment.

I imagined living in the countryside or on the coast, working for myself and doing a creative job with meaning and purpose, whatever that might be.

As it became harder to reconcile my dream with my reality (I lived in the city, worked for a global organisation and did a job that didn’t scream purpose at me), I knew it was time to start planning my second act.

And so I did what pretty much everyone does.

As I tried to figure out my ideal second career and how I might make money from it, I started with my CV.

Sensible decision, right?

Wrong.

Bear with me here, I know this probably seems surprising.

While it might belie logic, this is why it was a bad idea.

My CV pigeonholed me as a “communications person”.

Those pages of copy documenting my skills and experience formed parameters that boxed me in.

They presented a tunnel vision of the options available to me, and at best helped me generate ideas that were only one or two steps removed from my current position.

It meant that I started looking at communications roles in different cities, which is where the majority of those jobs were based, and I also considered becoming a freelancer in the field.

Not only did these ideas leave me utterly cold (read freezing), they didn’t deliver on the most important criteria of all.

They didn’t cater for the lifestyle factors that had fuelled my increasing desire for a change in the first place.

One way or another, each idea lacked time, freedom, personal fulfilment or a combination of all three.

Which left me feeling demotivated and like a fulfilling change was impossible to achieve.

What I didn’t know then was that by trying to determine a new path through the lens of my résumé, I was unwittingly curtailing my options and actively courting compromise.

So here’s the eye-opener.

Starting with your CV doesn’t help you make a real change.

It doesn’t steer you to towards a better work/life balance or a genuine sense of purpose, which is what those in their 40s and 50s most often crave.

Instead, the most effective place to begin is with a deeper dive into not just what you’ve done, but who you are.

Taking the time for some intentional self-reflection can make all the difference.

What I’m talking about here is the kind of self-contemplation that feels like fun. Where you dig deep to uncover what truly drives, motivates and interests you, and explore your most feel-good talents.

This is the opportunity to make a change that ultimately delivers the life you dream of.

It should feel playful, exciting and inspiring, and most importantly of all, deeply personal to you.

So where to start?

Well, in my experience there are four foundational areas that combine to shape the right ideal career and life path.

Those areas are your personal values, strengths, passions and skills.

To help kick-start your own process of self-reflection, have a go at answering these questions. Take some time to really mull over your responses, to see what they tell you.

  • What are your values? Which principles underpin the way you need to live and work in order to be happy?
  • What are you passionate about? What activities or topics absorb you so that you lose time when you’re engaged in them?
  • What are your strengths? What are you naturally talented at? What do people always tell you you’re good at?
  • What are your skills? Which of your skills do you enjoy using the most?

I can promise you one thing. Your answers to these questions will provide a much better foundation for decision making than your CV.

They will also help direct your thinking without trapping you in a single line of focus based on your field experience.

So in the words of the wonderful Mary Oliver, what is it you plan to do with your one wild and precious life?

P.S. If you’d like some structured help with your self-reflection, which leads you to a clear answer on your ideal second career, check out my Work Wonderland and IDENTIFY programmes.

It will lead you, in a fun way, to uncover the personal gems that will form the foundation for your next career chapter.  

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What I tell people who want to find a way to work they love

What I tell people who want to find a way to work they love

At 32 years old I had a killer career.

Eleven years of blood, sweat and tears had earned me a sizeable salary, a senior management job title to be proud of and strong promotion prospects.

It resulted in a beautiful London home, regular dinners in fancy restaurants and exotic annual holidays. Hell, I even had a clothing allowance as a work benefit (hello designer closet).

I was at the top of my game and succeeding.

Except that:

At 32 years old I had a killer career.

Eleven years of blood, sweat and tears had earned me a decade of chronic insomnia, stomach issues that meant I couldn’t digest food and random bouts of sobbing I couldn’t explain.

It resulted in ongoing health problems, a permanent state of exhaustion and exotic holidays that were used as recovery operations. Hell, I felt so drained that no amount of retail therapy could make a difference.

I was at the bottom of my game and failing.

Confused?

I certainly was.

Particularly after several rounds of invasive hospital tests determined there was nothing physically wrong with me.

Why didn’t these two versions of my reality coincide, and what was making me feel so damn bad if I wasn’t actually ill?

Luckily for me I had an insightful hospital consultant and he hit me with it using that most nebulous of terms: stress.

Now, if knew me then you would appreciate my bewildered response. I was the least stressed person I knew. How on earth could it be stress when I felt I was calm, capable and coped reasonably well with whatever was thrown in my path?

In news to me, it turns out that stress isn’t only caused by a feeling of overwhelm, as I had always assumed.

The consultant explained that it packs an equally hard punch when you are fighting yourself, following a path and making decisions that are out of kilter with your natural self.

Putting my scepticism with this strange rationale aside for a moment, I still didn’t understand what this had to do with my ongoing ill health?

And then he gave me the hard-hitting explanation that ultimately changed the course of my career.

My consultant argued that by refusing to mentally acknowledge how stressed and unhappy I was, the conflict had to be manifested somewhere – so my body was taking the strain.

In effect, I was causing my own physical illness by actively ignoring how I really felt.

This mind-bending analysis left me with two choices. Ignore the crazy doctor with his weird diagnosis and carry on working myself towards a successfully poorly end, or start asking myself some difficult questions about what I did and didn’t want and actually listen to the answers.

The hard truth I discovered in the ensuing months was that I wasn’t living in a way that was true to myself.

My choice of career and the way in which I approached it were at serious odds with my real nature and the things I really cared about.

I was contorting myself to fit a mould; operating out of character and ignoring every gut instinct I had about what was right for me.

Why?

Mostly because I thought it was THE WAY.

We live in the real world right? In order to be successful and get on that is what’s required.

Compromising myself and sucking up what felt awful was simply a given if I wanted to survive and prosper. I was just being realistic.

Luckily for me the more realistic I was, the more ill I became.

Eventually, with my body at breaking point the consultant’s verdict struck a chord. Something had to change. It was the start of a journey that brings me here today.

At 42 years old I have a killer career.

Ten years of learning to trust my gut instinct, listening and working towards what I really want and making decisions based on my true self have earned me a job I love, work that doesn’t feel like work and more than enough money to enjoy life with.

It has resulted in a home office in the Welsh mountains, an ability to eat whatever I like and eight hours of unbroken sleep a night. Hell, my GP almost misses me; it’s been so long since I last needed to visit him.

I am on top of my game and smiling.

The moral of the story? It’s a simple one that also happens to be the answer to the question people ask me about how to find a way to work they love.

Live true to yourself.

That means really listening to the voice inside. The one that knows what’s right and wrong for you. The one that pipes up every time you work on something or agree to something that doesn’t feel good. The one that screams internally when you adapt or force yourself to fit.

It also means asking yourself questions about what drives, motivates and interests you, together with what you are naturally good at, and listening to the honest answers with curiosity rather than judgement.

So if you are unhappy in your job or life generally, do one thing for yourself this week. As you go about your days, aim to consciously pick up the cues on what feels good and what doesn’t, and what draws you in or puts you off, to see what you discover.

Whether activities, topics, causes, environments or people, these insights are golden and they will point you in the right direction if you let them.

Take it from someone who knows and who stubbornly learnt the hard way.

P.S. If my story strikes a chord and you want help getting clear on your ideal career in the context of your ideal life, check out Work Wonderland.

It’s an online programme and web app that leads you to identify your ideal career, and it includes practical tools that show you have to take action and make the ideal a reality.

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18 hours to change your life?

18 hours to change your life?

Do you dream of an alternative lifestyle or new career?

One that provides more peace, freedom and personal fulfilment?

Where you love your work, and discover synergy in your work and personal lives?

Where you have time for yourself and the people you love, and are free from the constant demands of others?

If your answer to these questions is a resounding YES followed by a massive BUT, I get it.

If you’re like most people, you’ve probably struggled to pursue and realise the life you aspire to because two obstacles stand in your way:

Obstacle 1: You lack clarity on what you might do instead

Obstacle 2: You are concerned about financial security

Sound familiar?

What most people don’t realise though, is that the life they want is achievable, and its achievement is possible WITHOUT risk.

I’m not joking.

The simple truth is that once you are specific about what you really want and why, it’s purely a matter of pragmatism; a practical action plan to see you on your way, in a time-frame that suits your circumstances. One that doesn’t impact your immediate financial stability.

So, how do you get clarity on what you really want, and then make it happen?

It’s simple. You do what hundreds of others have done and use Work Wonderland.

What is Work Wonderland?

Work Wonderland is an online coaching course and web application that helps you define your ideal career in the context of your ideal life, and develop a clear plan to achieve it.

It’s an interactive “how-to” guide, giving you a proven, step by step formula for identifying your ideal career, and it comes with practical tools that show you how to take action and make the ideal a reality.

Work Wonderland utilises the coaching blueprint I’ve proved and used to help hundreds of people determine their ultimate career path, one that blends their ideal career and lifestyle.

Does it really work?

Ask these guys:

Jeremy left a career in IT after 32 years to run a children’s charity and live in the country, where he cooks and gardens to his heart’s content.

Elijah, after careers in law and communications, landed his dream job at Google, and has written his first book after recognising and indulging his passion for writing.

Tom, after years working for other agencies, has set up his own creative marketing firm that puts his passion for pixel perfect work at the heart of his services.

Now you might be wondering what type of time commitment is required to come to a firm conclusion on your ideal career and life?

Many assume it will take hours and hours over months and even years, but that’s not the case.

In total, the average time it takes to complete the full Work Wonderland course and get your answer is 18 hours over the course of three weeks. That’s it!

So less than one day’s effort could positively and significantly change the rest of your life.

If this is something you’re interested in click here for more information on the course, the web application and the bonus material I provide with it.

If you don’t take action to define your ideal career in the context of your ideal life, you can’t go after it, which means you’ll never have it.

Don’t consign yourself to an unfulfilling treadmill indefinitely.

Choose to do something for yourself today that changes the course of your career, and consequently your life, for a happier, more meaningful and fulfilling future.

Check out Work Wonderland today, and give yourself the life-changing career answer you deserve.

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The top tunes that prevent career change

The top tunes that prevent career change

If you’ve been thinking about or working towards a positive career change, it might help to have a heads up on the top thought patterns that prevent people from making a concrete change.

These thoughts can act like tunes in our head, set to repeat, replaying over and over and causing doubt, procrastination and a sense of futility.

They encourage us to give in and assume its game over before we’ve made any significant strides in the direction of our desired career.

The good news is that these tunes are typically limiting beliefs, and on closer examination often show themselves for what they are – imagined rather than real fears conjured up by our mind in a well-meaning but misled bid to protect us.

So what are the tunes? The playlist goes something like this:

Category: I’m a lost cause 

Top tunes:

  • Circles in the sand: I can’t figure out what I want, I’ll get it wrong, I can’t make a move
  • It’s too late baby: I should have started on this earlier, I’m out of time
  • Age of worry: I’ve missed the boat, I’m too old to make it happen

Category: I’ll never make enough money

Top tunes:

  • In the ghetto: A change means I’ll end up broke, or worse, on the streets
  • I’m going back to the start: Starting anew means the bottom rung of the career ladder
  • Highway to the danger zone: It’s too risky, I’ll lose everything I’ve ever worked for

Category: I’m not making enough progress

Top tunes:

  • It’s a sign: These hurdles prove it’s not meant to be, it shouldn’t be this hard
  • The slow train: It’s taking too long, it’ll never happen, I should give up the ghost
  • In the way: There are too many things going on, I’m not building momentum fast enough

If any of these tunes sound familiar, ask yourself one question: 

Can you absolutely, 100% know that it’s true?

If deep down the answer is no, your mind is likely entertaining a limiting belief.

One way to prevent it from causing inaction is to challenge yourself to find proof points for the exact opposite tune. 

For example, ‘I’m too old to make it happen’ becomes ‘I’m not too old to make it happen’, and you find proof points or ideas where that new tune could be true instead of the original.

The more you challenge your own mind’s fearful thinking on tunes that hold you back, the more likely you’ll be to make progress and activate the career you really want.

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Want to set up your own business?

Want to set up your own business?

Recruit a brain trust

I work with many people looking to set up their own business in a heartfelt bid for career fulfilment.

They share similar characteristics and strengths, including being strategic, creative and smart.

Their natural vision and entrepreneurial mind-set mean they are clear on their direction and are motivated to get cracking.

But one thing typically holds them back and hinders progress: they are one person trying to do it all.

What tends to happen is a cycle that looks something like this:

  1. Have a great idea that combines their strengths, experience and passion!
  2. Do some research and map out the idea from a big picture perspective
  3. Break the idea down into smaller goals and actions
  4. Start activating different pieces with passion
  5. Some things don’t work
  6. Go back to the drawing board, do some more research and tweak the idea or approach
  7. Start activating more pieces with passion
  8. Some things don’t work
  9. Go back to the drawing board, do some more research and tweak the idea or approach

And cue a familiar cycle that keeps the pace of momentum pretty slow. And frustrating.

In many cases, this sequence causes people to question their whole idea and start thinking about six other things they should perhaps be pursuing instead.

Focus, clarity and motivation disappear and their amazing idea never gets off the ground.

Many people get stuck in this place and never leave it.

An antidote to this one-man-band trap is recruiting an informal board. Or as one of my clients beautifully terms it, a ‘Brain Trust’.

This means actively seeking the support of individuals, who offer complementary skills and connections to help you fast forward your business idea.

They might help you with ideas for product development or marketing; link you up with personal contacts for funding; spread the word to their network about your services; financially back your idea; provide cheer-leading support when the going gets tough; or act as a general sounding board as you continue to develop your idea.

Whatever the support, it means you’ve suddenly got a small army of people who are using their skills and assets to help you make progress. You are no longer a lone ranger.

Plus it’s a win win.

While you have the input from the best in the business – as identified by you, your informal board feel great because they’ve been especially chosen and get to contribute using their natural talents – which is easy and fun.

So if you’re thinking about or working towards setting up your own business, consider setting up your own brain trust and watch your progress go into overdrive.

P.S. If you’d like help building your own business, check out my BUILD programme.

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