Sunday, 14 July 2024

What are you willing to walk away from?

Table of Contents

Introduction

These are loaded questions of course - there's so much that goes on in one's life, there are many dimensions to life - so we need to be more specific. When I talk about walking away, it's about the career and professional dimension - one's work, job, company, vocation, etc. I found that asking myself this question surfaced at almost all stages of my career. Whether I was walking away from my first choice of degree to study, or walking away from three job offers for my first engineering job, or leaving a role before being promoted, or as recent as 2020 when I decided to walk away from C-level back to mid/senior-management, "What am I willing to walk away from?" has been my resonant, background question driving my self-reflections. Earlier this month, call it a moment of inspiration, these words came to my mind:
Sometimes it is okay to experiment with new experiences long enough to realise the experience is not worth the reward you originally imagined, and that’s perfectly okay

The Concept of Walking Away

Being willing to walk away from your work / company / profession / business is not easy. Being prepared is even harder and more important. Asking the question at regular intervals can be somewhat uncomfortable and stressful, so timing is also important. I previously shared my experiences in software engineering, where I advised being careful to jump ship too early, and also included that as learning in my failure resume. IMHO, one needs to create some stability in the role for at least 18-24 months before moving on - I still stand by this. But that's not to say, frequent inspection of your current role and desired trajectory should be put off until 18-24 months. It's good to inspect, but don't do anything rash or hasty. Know what you stand for, have a plan or at least have a clear picture of your desired future state, being intentional about it. Answering the question becomes quite obvious when your realize the current track you're on is actually deviating from the track you intended - and if your intentions are still valid, then being willing to walk away is a very relevant question and important to resolve.

Insights from 25 Years of Professional Experience

Each career move has been a strategic decision to broaden my skill set, take on new challenges, and align my work with my evolving professional goals. This diverse experience has made me a more well-rounded professional, able to bring unique perspectives to each new role.

The career "ladder" is often more complex than it appears. Embracing a non-linear or "squiggly" career path can lead to a rich diversity of experiences. It's important to focus on personal growth and skill development rather than just titles or compensation.

Taking a step in a different direction isn't necessarily a setback. It can lead to growth in unexpected ways, though it's important to be prepared for the challenges that come with change. Every new path is an opportunity to learn and evolve professionally.

While I've made personal choices about the industries I work in, I respect that every professional must make their own decisions based on their individual values and circumstances.

While my current role may not have the same title or compensation as my previous position, it offers unique learning opportunities and the chance to contribute to groundbreaking projects, which I find incredibly fulfilling. I've found that a balanced approach to work often leads to increased productivity and creativity. My experience with alternative work schedules has taught me the value of focused, efficient work time balanced with adequate rest and personal development.

The pace of the tech industry can be relentless, but it's important to find a sustainable rhythm. It's okay to pause, reassess, and adjust your course as needed. Your career should serve your life goals, not the other way around.

Personal Experiences with Walking Away

2020: From CTO to Senior Manager

In 2020, I made a significant career transition, moving from a CTO position in an industry where I had spent 20 years building expertise to a senior management role in the cloud computing sector. This decision was driven by a desire for new challenges and growth opportunities. I made the decision to prioritize new experiences and growth opportunities over short-term financial gains, recognizing that long-term career satisfaction was more valuable to me at this stage.

The transition involved relocating to a new city with my family and starting fresh in a larger organization. It was a chance to step back from the complexities of C-level responsibilities and re-engage with the technical aspects of the work that had initially drawn me to the tech industry.

While the C-level role offered valuable experiences, I found myself seeking different challenges and a work environment more aligned with my evolving personal and professional values. I was excited by the opportunity to work on cutting-edge computing technologies, which aligned more closely with my personal interests and career goals at that time.

2019: From Consulting to CTO

In 2019, I transitioned from consulting to a CTO role, seeing it as an opportunity for professional growth and increased responsibility. While consulting offered flexibility and valuable experiences, I was eager to have a more direct impact on a company's strategic decisions and operations.

The move to a CTO position presented new challenges and learning opportunities. It meant exchanging the diverse project exposure of consulting for deep engagement with one organization's goals and challenges. This transition allowed me to apply my broad experience to a focused leadership role, accountable for significant business outcomes.

Although the consulting role offered certain advantages, including a flexible schedule and competitive compensation, I was drawn to the CTO position by the prospect of shaping company strategy and directly influencing outcomes. This move aligned with my career goal of expanding my leadership skills and taking on greater responsibility in driving business success.

2013: Senior Manager to Freelance Consulting

In 2013, after successfully leading a senior management role where I contributed to significant business and engineering advancements, I recognized an opportunity for broader professional growth. My experience in Satellite TV and embedded software applications had provided me with deep domain expertise, but I was eager to expand my knowledge into emerging areas like mobile and cloud streaming technologies.

Sensing that my professional growth potential in my current role was plateauing, I made the strategic decision to transition into freelance consulting. This move allowed me to diversify my experience and gain exposure to a wider range of business challenges and technologies.

The shift to consulting opened up numerous opportunities. Over the next five years, I engaged in various high-impact projects, including launching a video streaming business in Africa and leading major corporate-wide programs. This experience provided invaluable exposure to C-level decision-making processes and broadened my understanding of different aspects of the media and technology industries.

Consulting also offered the flexibility to structure my work schedule in a way that optimized my productivity and allowed for continuous learning. I found that this balance enhanced my ability to deliver high-quality results for clients while also pursuing personal development.

As my consulting career progressed, I began to seek new challenges that would allow me to have a more direct, long-term impact on an organization's strategy and operations. This desire for deeper engagement and accountability in business outcomes ultimately led me to consider transitioning back to a full-time leadership role.

2011: Returning to South Africa

In 2011, after building a successful career in the UK, progressing from junior software engineer to Principal Engineer and exploring roles in technical program, project, and product management, I made a significant life decision. I chose to return to South Africa, prioritizing family considerations and seeking a different quality of life.

This transition presented both challenges and opportunities. It required me to adapt my career path to a new professional landscape. I embraced this change, starting in a Scrum Master role which allowed me to apply my technical knowledge in a different capacity and gain new perspectives on software development processes.

The following years demonstrated the value of adaptability and continuous learning in one's career. Over a seven-year period, I progressed through various roles of increasing responsibility, including Program Director and Business Owner, eventually reaching a CTO position in 2017. Each role provided unique learning experiences and opportunities to broaden my skill set.

In 2020, I made another strategic career move, transitioning to a senior engineering management role. This shift allowed me to re-engage more directly with technical aspects of the industry while maintaining a strategic perspective. As of 2024, my role continues to evolve, encompassing responsibilities similar to my previous CTO position, albeit in a larger organizational context.

This journey has reinforced my belief in the importance of remaining flexible and open to diverse experiences throughout one's career. Each transition has contributed to my professional growth, providing valuable insights and skills that inform my current work and future aspirations.

Understanding the Stage of Life You're In

In reflecting on these life stages, I'm reminded of Daniel Levinson's groundbreaking work, "The Seasons of a Man's Life." Levinson proposed that our adult lives unfold in a series of stable periods and transitions, each lasting about 5-7 years. He identified key transition points – around 30, 40, and 50 – where we often reassess our life structures and sometimes make dramatic changes. This framework resonates deeply with my own experience of walking away at different points in my career. Levinson's concept of the 'dream' – our vision for our life – and how it evolves over time, has been particularly relevant. I've found that my willingness to walk away has often coincided with these transition periods, as my 'dream' shifted and I realized my current path no longer aligned with my evolving vision for my life and career. Understanding these natural cycles of stability and change has helped me be more intentional about when and why I choose to walk away, recognizing that these decisions are part of a larger, lifelong process of growth and self-discovery.

You know, as I've navigated through my career, I've realized that the decisions to walk away - and the consequences of those decisions - have been heavily influenced by the stage of life I was in. It's not just about the job or the industry; it's about where you are in your personal journey, including your family situation.

Let me break it down based on my own experiences:

The Twenties: Exploration and Early Family Formation

In my twenties, I was all about exploration, but I was also laying the foundation for my family life. Fresh out of university, I was eager to try everything professionally. Walking away was easier then - I had fewer responsibilities, no mortgage. I could take risks, like leaving South Africa altogether in 2001 for an overseas experience.

But here's the twist - by the time I was 32, I had three kids. Suddenly, my decisions weren't just about me anymore. The stakes were getting higher, and I had to start thinking about stability alongside growth.

Advice for this stage: Take calculated risks, but start thinking long-term. If you're starting a family early like I did, begin balancing your career exploration with the need for stability.

The Thirties: Establishing, Advancing, and Juggling

As I entered my thirties, things really started to shift. I was climbing the career ladder, moving from junior roles to more senior positions. But I was also deep in the trenches of raising young children. Walking away became a lot more complicated.

I had to consider things like long-term career progression and financial stability, all while making sure I had enough time and energy for my family. This was when I made the move from engineering to project management, seeking that seat at the customer's table, but also looking for roles that could provide better work-life balance.

My priorities started to change dramatically. It wasn't just about chasing the next big career move anymore. I had to think about school districts, family time, and building a stable home environment. Every career decision was filtered through the lens of "How will this affect my family?"

Advice for this stage: Focus on building expertise and leadership skills, but don't sacrifice family time. Look for roles that offer flexibility. Your decisions to walk away should be strategic, aimed at positioning yourself for bigger roles in the future while also considering your family's needs.

The Forties: Balancing, Redefining, and Contemplating the Future

Now in my forties - I'm closing in on 47 - I've found that walking away takes on a whole new meaning. It's less about climbing the ladder and more about finding fulfillment and balance. When I left my CTO position in 2020, it wasn't for a bigger title or more money - quite the opposite. It was about aligning my work with my values and finding new challenges, but also about being the kind of parent and partner I wanted to be.

At this stage, I'm juggling career aspirations with family responsibilities, personal health, and long-term financial planning. The decision to walk away from a high-paying, prestigious role wasn't easy, but it was necessary for my personal growth and well-being, and ultimately, for my family's well-being too.

I've realized that my career decisions don't just affect me - they set an example for my kids. Do I want them to see me endlessly chasing titles and money, or do I want to show them that it's okay to prioritize personal growth and family time?

As I approach my fifties, I'm starting to think about slowing down. The high-tech world of software engineering can be relentless, always pushing for the next big thing, the next innovation. It's exciting, but it's also exhausting. I'm beginning to ask myself: Do I need to keep up this pace? Is it time to find a role that allows me to contribute my experience without the constant pressure to be at the cutting edge?

Advice for this stage: Don't be afraid to redefine success. Walking away might mean taking a step back in title or salary for better work-life balance or a more fulfilling role. Remember, you're not just building a career, you're building a life and a family legacy. And it's okay to start thinking about how you want your career to look as you enter your fifties and beyond.

The Fifties and Beyond: Legacy, Mentorship, and Finding Your Pace

As I stand on the cusp of my fifties, this next stage is becoming less abstract and more of a reality to plan for. I imagine that walking away in your fifties and beyond becomes less about personal advancement and more about leaving a legacy, mentoring the next generation, and finding a sustainable pace that allows you to continue contributing without burning out.

In the high-tech world, turning 50 doesn't mean you're obsolete - far from it. But it might mean changing how you engage with the industry. Perhaps it's time to transition from being the one always implementing the latest tech to being the wise voice that guides strategy and mentors the younger engineers.

Advice for this stage: Consider how you can use your wealth of experience to give back, both professionally and to your family. Walking away might mean transitioning to advisory roles, teaching, or even starting your own venture that allows you to pass on your wisdom. Don't be afraid to set boundaries and find a pace that works for you - you've earned it.

The Importance of Reassessment

Here's the thing I've learned: no matter what stage you're in, it's crucial to regularly reassess where you are and where you want to be. Life stages aren't fixed - they're fluid. Major life events like marriage, having children, or dealing with health issues can shift your priorities overnight.

I've made it a habit to do a "life stage check" every few years. I ask myself:

  1. What are my current priorities, both professionally and for my family?
  2. Does my work align with these priorities?
  3. What would I regret not doing if I stay on this path?
  4. Am I still growing, or am I just comfortable?
  5. How are my career decisions affecting my family life?

These questions have guided my decisions to walk away, even when it seemed counterintuitive to others. Remember, your career should serve your life and your family, not the other way around.

Understanding your life stage isn't about fitting into a predetermined box. It's about recognizing your current needs, responsibilities, and aspirations, including those of your family. It's about being honest with yourself about what matters most right now.

The Stockdale Paradox and Confronting Reality

Throughout my career transitions, I've found myself often applying a principle known as the Stockdale Paradox, even before I knew it had a name. The "Stockdale Paradox" is a concept popularized by Jim Collins in his book "Good to Great". It's about maintaining an unwavering faith that you will prevail in the end, regardless of the difficulties, AND at the same time, confronting the most brutal facts of your current reality, whatever they might be.

In the context of walking away from established positions or industries, this paradox becomes incredibly relevant. When I left my CTO role to start over in a new industry, I had to balance two seemingly contradictory ideas:

  1. The unwavering belief that this move would lead to long-term growth and new opportunities (the faith part).
  2. The brutal acknowledgment that I was stepping into a role where I had less influence, less domain expertise, and even less compensation (confronting the current reality).

This paradox teaches us to confront the brutal facts of our current reality. It's not about being pessimistic, but about being realistically optimistic. When considering walking away from a job or industry, it's crucial to:

  1. Acknowledge the challenges: Recognize the difficulties you'll face in a new role or industry. For me, this meant accepting that I'd be starting from scratch in terms of industry knowledge and connections.
  2. Assess your resources: Take stock of what you bring to the table. Your skills, experience, and adaptability are your assets in navigating change.
  3. Plan for the worst while hoping for the best: Have contingency plans. When I moved, I made sure I had enough savings to cushion any unforeseen difficulties. I continue to maintain a healthy runway of savings, in the event of me deciding to take a break and pause for while (sabbatical) before considering my next pivot.
  4. Maintain faith in your decision: Despite the challenges, hold onto the belief that your decision to walk away will lead to growth and new opportunities in the long run.

I believe in reusing these business techniques to guide my own personal and professional development. Without taking stock of my current reality and having a vision of future self, how will I know how to act when it the time comes to walk away? I've shared other posts on self-awareness you can reference.

Applying the Stockdale Paradox has helped me make tough decisions with both eyes open. It's allowed me to take calculated risks, knowing that while the path might be difficult, I have the resilience and faith to see it through to a positive outcome.

Knowing Your Value System: When to Walk Away on Principle

Throughout my career, I've learned that one of the most important factors in deciding whether to walk away from a job or opportunity is how well it aligns with your personal value system. It's not just about the money, the title, or even the work itself – it's about being able to look yourself in the mirror each morning and feel good about what you do.

Defining Your Red Lines

We all have our own set of values and ethical boundaries. Throughout my career, I've encountered opportunities that, while potentially lucrative, didn't align with my personal values. These situations taught me the importance of having clear ethical guidelines. It's crucial to understand what types of work or industries align with your principles and which ones don't.

It's worth noting that these boundaries can evolve over time as we grow and our perspectives change. For example, earlier in my career, I was hesitant about working in finance, but I've since become open to opportunities in fintech, particularly in areas like ethical banking technologies. The key is to regularly reassess your values and ensure your work continues to align with them as both you and the industry landscape change.

The Tech Ethics Dilemma

In today's world, ethical lines in the tech industry are becoming increasingly complex. Many large tech companies, while driving innovation, also engage in business with various government and military organizations. This has led some engineers to question the potential societal impact of their work. I, too, continually reflect on the indirect effects of my work, considering the challenges faced by technology platform providers in maintaining neutrality, promoting fair and safe use of tech, and balancing the desire for revenue growth with the increasing responsibilities that come with success and scale.

I've observed colleagues grappling with the realization that their code could potentially be used in ways they hadn't anticipated or might not agree with. It's a challenging position to be in, and it underscores the importance of being aware not just of what you're working on, but also how it might be used down the line. Ultimately, the decision to engage with or step away from certain projects or companies is a personal one, shaped by individual values and convictions.

Practical Steps for Aligning Work with Values

  1. Define Your Values: Take time to explicitly write down what matters most to you. Is it environmental sustainability? Social justice? Privacy rights? Having a clear understanding of your values makes it easier to evaluate opportunities.
  2. Research Potential Employers: Before accepting a job, dig deep into the company's clients, partnerships, and overall mission. Don't just rely on their marketing materials – look for independent reports and employee reviews.
  3. Ask Tough Questions: During interviews, don't be afraid to ask about the company's ethical policies and how they handle potential conflicts. Their response (or lack thereof) can be very telling.
  4. Stay Informed: Once you're in a role, stay aware of your company's evolving practices and clientele. What was once aligned with your values might shift over time.
  5. Be Prepared to Walk Away: If you find your work increasingly conflicting with your values, be prepared to make the tough decision to leave. Your integrity is worth more than any paycheck.

The Bigger Picture

Remember, when you walk away from something that conflicts with your values, you're not just making a decision for yourself. You're setting an example for others in the industry. You're showing that it's possible to have a successful career without compromising your ethics.

Moreover, as more professionals make these stands, companies are forced to reevaluate their practices. We've seen this happening in recent years, with tech workers organizing and demanding more ethical practices from their employers.

Knowing your value system and being willing to walk away when those values are compromised isn't just about feeling good about yourself – though that's important too. It's about actively shaping the kind of industry and world we want to work in. Trust me, it's not always easy. There have been times when I've had to turn down opportunities that looked amazing on paper because something just didn't sit right with me ethically. But you know what? I've never regretted those decisions.

Here's what I want you to take away from this: Really think about your values. Dig deep. What are your non-negotiables? What kind of impact do you want your work to have on the world? And here's the kicker – what are you willing to walk away from to stay true to those values? If you're unsure of where to start, why not look at a framework I created for myself, called the RAGE model? This framework can help you define your value system across all the dimensions of your life, once you've mapped out your current reality against your desired aspirations, you can then reflect on decisions to make with respect to walking away.

It's a tough question, I know. But it's one that's served me well throughout my career. And I bet if you start asking yourself this regularly, you'll find it guiding you towards work that's not just profitable, but truly fulfilling.

Assessing Your Plan: When to Stay the Course and When to Pivot Again

So, you've made the leap. You've walked away from a comfortable position, embarked on a new journey, and set yourself a timeline - say, 3-4 years to achieve your goals in this new role or industry. But what happens when you're in the thick of it, and things aren't quite going as planned? How do you know whether to push through or whether it's time to walk away again?

This is a question I've wrestled with multiple times in my career, and let me tell you, it's not an easy one to answer.

The Case for Staying the Course

We've all heard the advice: "Stay the course." "Push through the difficulties." "Good things come to those who wait." And there's truth to these adages. When I left my CTO position to start over in a new industry, there were moments of doubt, times when I questioned my decision. The learning curve was steep, the pay was less, and the influence I once had seemed a distant memory.

But I had set myself a goal, a timeline. I knew that meaningful change and growth often require time and persistence. In those moments of doubt, I reminded myself of the reasons I made the change in the first place - the desire for new challenges, the need to align my work with my values, the long-term vision I had for my career.

Staying the course allows for:

  1. Deep learning and skill development
  2. Building meaningful relationships and networks
  3. Seeing projects through to completion
  4. Potential for unexpected opportunities to arise

The Argument for Pivoting Again

On the flip side, there's an argument to be made for knowing when to cut your losses. As the saying goes, "Don't cling to a mistake just because you spent a lot of time making it."

I've been in situations where, despite my best efforts and intentions, it became clear that the role or company wasn't the right fit. Maybe the company's values didn't align with mine as I had hoped. Perhaps the industry wasn't evolving in the direction I had anticipated. Or maybe my personal circumstances changed, altering my priorities and what I needed from my career.

In these cases, the cost of staying - in terms of personal wellbeing, career progression, or missed opportunities - might outweigh the benefits of persevering.

Reasons to consider pivoting again:

  1. Misalignment with personal values or goals
  2. Lack of growth or learning opportunities
  3. Negative impact on physical health, mental health or work-life balance
  4. Better opportunities arise that align more closely with your long-term vision

Finding the Balance: Reflective Assessment

So how do you decide? In my experience, it comes down to regular, honest reflection. Here are some questions I ask myself:

  1. Am I still growing and learning, even if it's not in the ways I initially expected?
  2. Does this role/company still align with my values and long-term career goals?
  3. Can I envision a path to my desired end-state from here?
  4. Am I still excited about the potential outcomes, even if the journey is tough?
  5. What would be the cost (personal, professional, financial) of walking away now vs. staying longer?

Remember, it's not about giving up at the first sign of difficulty. It's about honestly assessing whether the current path is still the best route to your ultimate destination.

The Time Factor

One argument that often comes up is the idea that "you can't make up for lost time." And while that's technically true, I've found that you can often make up for lost ground. Skills, networks, and experiences gained in one area can often be leveraged in unexpected ways in the future.

When I stepped down from my CTO role, I initially felt like I was moving backwards. But the perspective I gained, the new skills I developed, and the diverse experiences I continue to accumulate are actually invaluable in ways I couldn't have predicted - despite the ups and downs I continue to face daily in my journey of change.

My Personal Approach

Here's what I've learned to do:

  1. Set clear goals and timelines when making a change, but be flexible.
  2. Regularly reassess (I do this quarterly) - celebrate progress, acknowledge challenges.
  3. Stay connected to my network and keep an eye on the broader industry landscape.
  4. Trust my gut - often, we know deep down when something isn't right, even if we can't immediately articulate why.
  5. Be willing to admit when something isn't working and pivot again if necessary.

Remember, there's no universal right answer. What matters is making conscious, reflective decisions rather than passively drifting or stubbornly sticking to a plan that's no longer serving you.

Your career is a long journey. Sometimes, the bravest thing you can do is to stay and push through the difficulties. Other times, the wisest choice is to recognize that it's time to walk away again. The key is to stay true to yourself, your values, and your long-term vision.

Closing: The Courage to Walk Away and the Wisdom to Reassess

As I've explored throughout this post, the question "What are you willing to walk away from?" is far more complex than it might initially appear. It's a question that has followed me through every stage of my career, from my early days as a fresh graduate to my current position approaching 50 in the relentless world of tech.

I've shared the importance of understanding your life stage, recognizing that what you're willing to walk away from at 25 might be very different from what you'd consider leaving at 45. I've explored the value of diverse experiences, the deceptive nature of the career "ladder," and the importance of aligning your work with your personal values.

The Stockdale Paradox is a good concept that shows the delicate balance of maintaining unwavering faith in our decisions while confronting the brutal facts of our current reality. This paradox becomes particularly relevant when we find ourselves in the midst of a career transition, questioning whether to stay the course or pivot again.

And that's where the discussion on assessing your plan comes in. There's no one-size-fits-all answer to whether you should push through difficulties or walk away again. It requires regular, honest reflection, a clear understanding of your long-term goals, and the courage to make tough decisions.

Throughout all of this, I've emphasized the importance of knowing your value system. In a world where tech giants are increasingly blurring ethical lines, being clear about what you stand for - and what you won't stand for - is becoming more crucial than ever.

So, as you contemplate your own career journey, remember:

  1. Regular reassessment is key. Your goals, values, and circumstances will evolve over time. Make sure your career path is evolving with them.
  2. Don't be afraid of the squiggly career. Diverse experiences can be your greatest asset in an ever-changing job market.
  3. Align your work with your values. No paycheck is worth compromising your integrity.
  4. Prepare for the possibility of walking away. Having a financial runway and a strong network can give you the freedom to make bold moves when necessary.
  5. Trust your instincts, but also seek out diverse perspectives. The resources we've shared - books, podcasts, and articles - can provide valuable insights as you navigate your path.
  6. Remember, you can't make up for lost time, but you can often make up for lost ground. The skills and experiences you gain, even from "detours," can be invaluable in unexpected ways.

In the end, the willingness to walk away - whether from a job, a career path, or even a long-held belief system about what success or happiness looks like - is about having the courage to prioritize growth, fulfillment, and alignment with your values over comfort, convention or what others might say.

It is also not about impulsively quitting every time things get tough! It's about being intentional with your choices, extremely clear about your values and priorities, and being brave enough to make changes when necessary. It's about creating a career that serves your life, not a life that's enslaved to your career.

So, I'll ask you one last time: What are you willing to walk away from? And perhaps more importantly, what future are you walking towards? The journey might be squiggly, it might be challenging, but with clarity of purpose and the courage to make tough choices, it can also be incredibly rewarding.

Remember, in the story of your career, you're not just the protagonist - you're also the author. Don't be afraid to write some bold plot twists!

Further Reading and Resources

Books

  1. The Happiness of Pursuit by Chris Guillebeau - This book explores how pursuing our passions can lead to more fulfilling careers and lives.
  2. Designing Your Life by Bill Burnett and Dave Evans - Offers practical exercises to help you design a career and life that aligns with your values and goals.
  3. Good to Great by Jim Collins - Where I first learned about the Stockdale Paradox. It's primarily about business, but the principles apply well to personal career decisions.
  4. Range: Why Generalists Triumph in a Specialized World by David Epstein - This book challenged my thinking about the value of diverse experiences in our careers.
  5. The Squiggly Career by Helen Tupper and Sarah Ellis - This book is all about embracing the non-linear career path, which resonates strongly with my own experiences. It offers practical advice on how to thrive in the modern workplace where traditional career ladders are becoming obsolete.
  6. Ikigai: The Japanese Secret to a Long and Happy Life by Héctor García and Francesc Miralles - This book explores the Japanese concept of finding purpose in life, which can be incredibly valuable when making career decisions. It's helped me think about how to align my work with what truly fulfills me.
  7. Start with Why: How Great Leaders Inspire Everyone to Take Action by Simon Sinek - Sinek's exploration of purpose-driven leadership has implications far beyond just business. It's a great resource for anyone looking to understand their own motivations and how to make decisions that align with their core purpose.
  8. What I Wish I Knew When I Was 20 by Tina Seelig - This book offers valuable life lessons and unconventional advice that can be particularly helpful when making big career decisions or considering walking away from a comfortable position.
  9. How Will You Measure Your Life? by Clayton M. Christensen - Christensen provides a framework for finding meaning and happiness in life that goes beyond career success. It's a great read for anyone grappling with big life decisions.
  10. Solve for Happy: Engineer Your Path to Joy by Mo Gawdat - Gawdat's approach to happiness, informed by his background as a tech executive, offers a unique perspective on finding fulfillment both in and outside of your career.
  11. The Barakah Effect by Mohammed Faris - This book illuminates the vital role of good intentions, the importance of seeking Allah’s help, the power of gratitude, and the virtue of patience. Learn how to live a life centred on serving your Lord, cultivate a gardener’s mindset that combines ambition with contentment, navigate challenging family dynamics with grace, and leave a legacy that outlives your earthly existence. Learn how to be more with less… with The Barakah Effect.

Podcasts

  1. "How I Built This" with Guy Raz - Interviews with entrepreneurs often reveal moments of walking away and pivoting in their careers.
  2. "WorkLife with Adam Grant" - Often touches on topics related to career decisions and work-life alignment.
  3. "Pivot" with Jenny Blake - Specifically focused on career changes and transitions.
  4. "The Tim Ferriss Show" - While not exclusively about careers, Tim often interviews successful people about their decision-making processes and life philosophies.
  5. "Career Tools" - Offers practical advice on various aspects of career management and development.
  6. "Squiggly Careers" - A podcast by the authors of "The Squiggly Career" book, discussing how to thrive in the modern workplace.
  7. "Finding Mastery" with Dr. Michael Gervais - Explores the psychology of high performance, which can be insightful for making big career decisions.
  8. "The Mindset Mentor" with Rob Dial - Offers motivation and strategies for personal growth, including career development.
  9. "Happen to Your Career" - Focuses on helping people find and do work they love, often featuring stories of career changes.
  10. "Jocko Podcast" with Jocko Willink - While primarily about leadership, Jocko often discusses discipline and decision-making in ways that are relevant to career choices.
  11. "Slo Mo: A Podcast with Mo Gawdat" - Mo Gawdat, former Chief Business Officer at Google X and author of "Solve for Happy," discusses happiness, decision-making, and finding purpose in life and work. His unique perspective as a tech executive turned happiness researcher offers valuable insights for anyone contemplating major life or career changes.

Friday, 5 July 2024

Claude.AI - Story 4 of 4 - Theme, when to walk away, cultural fit challenges

 Experiments with claude.ai (I stopped using chatGPT)

Prompt:

Sometimes it is okay to experiment with new experiences long enough to realise the experience is not worth the reward you originally imagined, and that’s perfectly okay

Let’s expand by another LinkedIn post on cultural fit. I want to challenge the notion of employees being a culture fit for the company or team. Turn it upside down. I posit that it’s more important for people to focus on the company or team being a cultural fit for them instead, not the other way around...

Claude Generated Content

"Let's Talk About Cultural Fit... But Not in the Way You Think

For years, we've heard about the importance of being a 'cultural fit' for a company or team. Countless interviews have ended with the dreaded phrase, 'great skills, but not quite the right fit.' But what if we've been looking at this all wrong?

It's time to flip the script: Instead of asking if you're a cultural fit for a company, start asking if the company is a cultural fit for YOU.

Here's why this matters:

  1. Values Alignment: Your personal values are the compass that guides your decisions and actions. A company that aligns with these values will naturally bring out your best work and highest levels of engagement.
  2. Work-Life Integration: The company's culture directly impacts how you balance work and personal life. Does their approach complement or conflict with your ideal lifestyle?
  3. Growth Trajectory: A culture that nurtures your aspirations and supports your growth path is crucial for long-term satisfaction and success.
  4. Mental Health and Wellbeing: Company culture significantly affects your stress levels, job satisfaction, and overall wellbeing. Prioritize environments that support your mental health.
  5. Authenticity: In a culture that truly fits you, you can bring your whole self to work without the need to conform or suppress parts of your identity.
  6. Long-term Success: When you're in an environment that aligns with your values and working style, you're more likely to excel, innovate, and contribute meaningfully.
  7. Empowerment: By focusing on whether a company fits you, you reclaim agency in your career decisions rather than trying to mold yourself to fit external expectations.

This shift in perspective isn't about being picky or difficult. It's about recognizing your worth and the unique value you bring to the table. It's about building a career that's sustainable, fulfilling, and aligned with who you are.

So, the next time you're in an interview, remember: You're not just being interviewed, you're also the interviewer. Ask probing questions about the company's values, decision-making processes, and how they support employee wellbeing and growth.

Don't just seek a job that tolerates you. Seek an environment that celebrates you.

What do you think? Have you ever turned down an opportunity because the company wasn't the right cultural fit for you? How did that decision impact your career? Let's start a conversation about redefining cultural fit in the workplace."

Midjourney Generated Art (just copied the whole story into midjourney)

Claude.AI - Story 3 of 4 - Theme, when to walk away

 Experiments with claude.ai (I stopped using chatGPT)

Prompt:

Sometimes it is okay to experiment with new experiences long enough to realise the experience is not worth the reward you originally imagined, and that’s perfectly okay

Help me write a LinkedIn post in the form of a narrative that concludes to the above quotes. The story should reflect upholding one’s principles and values but respecting a growth mindset, leading to the willingness to know when to call the experience as done. Create a similar style story to the second one, but this time from the perspective of this time realizing the company culture was not a fit, that he’d seen the same movie played out many times, that leadership wasn’t inspiring or worth following, long hours unsustainable and incompatible with his phase of life and remaining there would be detrimental to career and overall health and wellbeing.

Claude Generated Content

"After 25 years in IT, from coding in cubicles to steering global digital transformations, I thought I'd developed a sixth sense for organizational dynamics. But even seasoned executives can be caught off guard.

When a promising tech unicorn headhunted me for a C-suite role, the opportunity seemed golden. Their pitch was compelling: disruptive technology, rapid growth, and a chance to shape the future of an entire industry. The compensation package was hard to refuse, and the allure of one last big challenge before retirement was strong.

The honeymoon phase was brief. Within months, I found myself in an all-too-familiar scenario - one I'd witnessed and navigated countless times before, but never expected to experience again at this stage of my career.

The 'move fast and break things' mentality, once exciting, now felt reckless. The leadership team, while talented, lacked the wisdom to balance innovation with sustainability. Eighty-hour work weeks were worn as badges of honor, with little regard for work-life balance or employee wellbeing.

I saw the signs: burnout creeping in, family dinners missed, and a gnawing feeling that this culture was fundamentally at odds with my values and life stage. The technology was cutting-edge, but the human cost was too high.

Then it hit me: Sometimes it's okay to experiment with new experiences long enough to realize the experience is not worth the reward you originally imagined, and that's perfectly okay.

This wasn't about admitting defeat or being unable to 'keep up.' It was about recognizing that my years of experience gave me the perspective to see where this path led - and the wisdom to choose a different one.

I realized that staying would not only be detrimental to my health and relationships but could potentially tarnish the career I'd built so carefully. The skills that made me valuable weren't being utilized in a culture that prioritized speed over strategy and hype over sustainable growth.

So, I made the difficult decision to step away. It wasn't easy explaining to peers or family why I was leaving such a 'prestigious' role so soon. But I knew that preserving my integrity, wellbeing, and the lessons from my years of experience was far more valuable than any stock options or title.

This experience reinforced a crucial lesson: true leadership isn't just about driving results, it's about fostering environments where people and businesses can thrive long-term. It's about having the courage to say 'no' to opportunities that don't align with your values, no matter how shiny they appear.

To my fellow executives: have you ever found yourself in a role that looked perfect on paper but felt wrong in practice? How did you navigate that disconnect? Let's discuss the importance of cultural fit and personal alignment in our career decisions, especially as we reach the peaks of our professional journeys."

Midjourney Generated Art (just copied the whole story into midjourney)



Claude.AI - Story 2 of 4 - Theme, when to walk away

Experiments with claude.ai (I stopped using chatGPT)

Prompt:

Sometimes it is okay to experiment with new experiences long enough to realise the experience is not worth the reward you originally imagined, and that’s perfectly okay

Help me write a LinkedIn post in the form of a narrative that concludes to the above quotes. The story should reflect upholding one’s principles and values but respecting a growth mindset, leading to the willingness to know when to call the experience as done. Create a similar style story to the first one, but this time from the perspective of an experienced IT executive with 25 years experience, tried out a new domain, career switch, and comes to the same realization as per the opening quotes provided.

Claude Generated Content

"After 25 years in IT, leading teams through the dot-com boom, the cloud revolution, and the AI explosion, I thought I'd seen it all. I had built a career I was proud of, climbing from junior developer to CIO of a Fortune 500 company. But as I approached my 50th birthday, a familiar itch returned - the desire for a new challenge.

When a former colleague approached me about joining a cutting-edge biotech startup as their COO, I was intrigued. The opportunity to apply my tech expertise to revolutionize healthcare seemed like the perfect next chapter. Despite the raised eyebrows from my peers and the concerned looks from my family, I took the leap.

The first few months were exhilarating. The pace was breakneck, the problems complex, and the potential impact enormous. I threw myself into learning about gene editing, drug trials, and FDA regulations with the same fervor I once had for coding.

But as time went on, something felt off. The ethical dilemmas in biotech were far more complex than anything I'd faced in IT. The stakes were literally life and death. The pressure to deliver results to impatient investors clashed with the methodical pace required for sound science.

I found myself in endless meetings, drowning in unfamiliar jargon, and feeling increasingly out of my depth. The confidence I'd built over decades in tech was eroding rapidly.

Then it hit me: Sometimes it's okay to experiment with new experiences long enough to realize the experience is not worth the reward you originally imagined, and that's perfectly okay.

This wasn't about admitting defeat. It was about having the wisdom to recognize when a path isn't right, despite its initial allure. My years of experience hadn't made me immune to missteps, but they had given me the self-awareness to course-correct.

I left the biotech world with a newfound respect for the field and its challenges. More importantly, I gained a deeper appreciation for the expertise I'd cultivated in IT. I returned to tech with fresh eyes, excited to apply my broadened perspective to familiar problems.

This detour wasn't a setback - it was a valuable lesson in humility, adaptability, and the importance of aligning one's work with one's core strengths and values.

To my fellow seasoned professionals: have you ever taken a career risk that didn't pan out as expected? How did it shape your subsequent choices? Let's share our stories of reinvention and resilience."

Midjourney Generated Art (just copied the whole story into midjourney)


 

Claude.AI - Story 1 of 4 - Theme, when to walk away

Experiments with claude.ai (I stopped using chatGPT)

Prompt:

Sometimes it is okay to experiment with new experiences long enough to realise the experience is not worth the reward you originally imagined, and that’s perfectly okay

Help me write a LinkedIn post in the form of a narrative that concludes to the above quotes. The story should reflect upholding one’s principles and values but respecting a growth mindset, leading to the willingness to know when to call the experience as done.

Claude Generated Content

"When I joined the startup world, I was starry-eyed and full of ambition. The allure of potential unicorn status, late-night coding sessions fueled by energy drinks, and the promise of disrupting entire industries had me hooked.

For months, I poured my heart and soul into our product. I sacrificed weekends, relationships, and even my health. The adrenaline rush was intoxicating, and I felt like I was on the cusp of something truly revolutionary.

But as time went on, a nagging feeling grew in the pit of my stomach. The corners we were cutting to meet impossible deadlines didn't sit well with my ethics. The work-life balance I once valued seemed like a distant memory. And the product we were building? It started to feel less like a world-changer and more like just another app.

I struggled with this realization. Wasn't I supposed to be all in? Isn't this what success in tech looks like?

Then it hit me: Sometimes it's okay to experiment with new experiences long enough to realize the experience is not worth the reward you originally imagined, and that's perfectly okay.

This epiphany wasn't a failure – it was growth. I had upheld my principles, respected my personal values, and learned invaluable lessons about what truly matters to me in my career.

I left the startup with gratitude for the experience and clarity about my path forward. Now, I'm building a career that aligns with both my ambitions and my values, knowing when to dive in and when to step back.

Have you ever had a similar realization in your professional journey? I'd love to hear your stories of growth and self-discovery."

Midjourney Generated Art (just copied the whole story into midjourney)