Creative Craig and His Incredibly Captivating Career

I’ve written much about the realities of American job satisfaction. I’ve routinely pointed out the growing sense of discontent in the traditional workforce, and that fewer people are truly passionate about their work. The ability to be creative is often associated with increased job satisfaction, so you can imagine how someone of that leaning would feel when forced to spend their days filing paperwork.

Last week I had an incredibly thought-provoking phone conversation with an old friend. My friend is one of the lucky few who are excited to jump out of bed and face the work day. But not only that, he’s also secured another foundational pillar of life satisfaction: financial security. I came away from this conversation with thoughts swirling in my head, and a clearer picture of what lies ahead for me as my corporate career comes to a close. 

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“Financial Freedom Is Only Possible With Your Soul-Sucking, High-Income Career”

Yes, it’s true. Mrs. CC and I have an established high-income career in the oil and gas industry. And yes, it’s true. Our incomes far exceed our needs. So that’s it right? There’s no more that needs to be said.

Of course we can save and invest and be financially independent when we’ve sold our soul to the devil for a fat paycheck. Everyone in the industry must be wiping their oily and gassy asses with $100 bills and planning their early retirements on the French Riviera. Au contraire dear reader, for I have a story to tell.

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Chasing Your Dreams is Probably a Bad Idea

When it comes to jobs and careers, parents the world over tell their children more-or-less the same message: you can do anything you want in life. Follow your dreams, and the rest will work out in the end. Of course, those same parents leave early each morning to go to a job that — as statistics show — they probably don’t love.

Years later we find reality to be something a little bit different than a dream. Work is still work, we might have a boss with an ever-so-slightly different vision, and MY GOD why is that woman using the blender right now?!!

So, should we chase our dreams? Are we being misled by pages of digital content and feel-good aphorisms created by outliers? Let’s first begin with a true story.

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Job Security: Our Catalyst to Financial Independence

Job Security Promo

There are many reasons why people choose to pursue financial independence. And then of course, financial independence isn’t for everyone. Some folks experience discontent in their jobs, some want to spend more time with their children, and some want a life of international slow-travel across the globe. The list goes on. For us, this journey started as one of financial security during times of limited job security. In this post, we’ll examine the catalyst that made us re-tool our financial situation, and we’ll also explore why job security is virtually non-existent in the modern world.

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The Entrepreneur: The Head of the Chicken

A well-known phrase in East Asia goes something like this: “it’s better to be the head of a chicken than the tail of an ox.” In my brief and cursory research for this post, I noticed several variations, including my personal favorite: “it’s better to be the head of an ass than the tail of a horse.” Either way, the phrase celebrates the entrepreneur, recognizing those who go out on their own.

The idea is profound, especially in modern times, where greater power in the employment market is being centralized with fewer and fewer individuals. Sure, a corporate job might feel safe, but in this post, we examine the human toll on being “the tail.”

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Reader Case Study: Maximize Adventure or Career?

Full disclosure, I’m posting this week’s case study as an interview, but no one is being interviewed here. This post is the amalgamation of several email discussions I’ve had with readers in the last two to three months. The premise is this: folks out there know some form of career is necessary, but they’re overwhelmed by the idea of 40+ years of something that isn’t the dream job. Oh yeah, and they’re obsessed with rock climbing.

I’m going to outline below the basic way we’ve structured our lives to be career-focused for only a small portion of our adult lives. From there, we’re free to pursue whatever it is that gets us giddy (which can still be a career).

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Jonathan Siegrist: Life After Professional Climbing

If you’ve been in this climbing world for more than a few days, you know that my guest interview today, Jonathan Siegrist, needs no introduction. He’s simply one of the world’s top climbers, and he’s crushed it in all major facets of this game we play — sport, bouldering, and trad.

We’re going to mix things up this week and feature Jonathan not because he’s pursuing a life of financial independence or running a business, but because he works damn hard and is a man with a plan. He is laser focused on his goals, but he knows there will be more to life than professional climbing. There’s not much luck in this story.

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Getting Down with Charlie “Brown”

Charlie is indeed his first name, but I playfully made up the “Brown” part. Isn’t that fun?! Charlie has asked to remain partially anonymous (as we do here), because he’s discussing some stuff that his bosses might not like. We get it — nothing says I want a big bonus this year like “save money, retire early, blah, blah” on the internet.

The real Charlie Brown is kind of a downer, but not this Charlie. He and his wife are gaming out their life, and that’s pretty cool.

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Having Your Cake and Eating it Too: The Millionaire Dirtbag, Part 1.

A Look at Work/Life Balance

The binary solutions for work/life balance in climbing tend to be one of the following:

The Lifer

The lifer pursues climbing at all expense and makes ends meet as best as they can. The lifer participates in seasonal work or other flexible jobs that provide an income capable of sustaining life, but allowing for little to no saving for the long term. Individuals on this path are reluctant to place any roots: careers, property, family, long-term relationships. These individuals experience unparalleled freedom, but may harbor deep-seated concerns about their financial future after the youthful years.

The typical van scene in early spring outside St. George, UT. The climbers at these crags are often a nomadic bunch, and as such, they warm up on my projects.

The Optimizer

The optimizer pursues a career and climbs as much as they can in the margins. This is where most of us fall in modern climbing. We have careers, we may have children, perhaps even own a home. As life demands increase; careers develop, children enter the equation, climbing progressively gets shoved further towards the back burner.

These are the weekend warriors and the people who fill up the campgrounds on the holiday weekends. There is comfort in that this life is a shared experience with most others; almost anyone can relate. These individuals tend to have much healthier and stable incomes, but also tend to fall victim to lifestyle inflation: As income increases, so does unnecessary spending.

Despite vastly higher incomes, the optimizer’s financial future may be no less secure than the lifer, but they may have lots of nice stuff.

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