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Entrepreneurship Gig Economy Growth Mindset Legacy Self-Actualization

The Courage to Show Up

“The courage to be vulnerable is not about winning or losing, it’s about the courage to show up when you can’t predict or control the outcome.” — Brene Brown in Dare to Lead

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Photo by Andreas Fidler on Unsplash

Human beings are creatures of control.

We crave certainty. Where certainty doesn’t exist, we’ll accept probability. As a rule, we like to know the outcome before we start.

It’s why people tend to stay in jobs that make them unhappy for years and even decades. They make a calculated trade of happiness and self-actualization in exchange for certainty.

Golden handcuffs.

Just tell me my job is secure and my wages are guaranteed, the thinking goes. Give me good benefits, a strong pension at 65, and I’ll serve you for life.

That’s how highly we value certainty and stability.

The safe life.

Sure, we all entertain dreams from time to time. Dreams of doing the extraordinary. Of making a bigger impact. Of making greater contributions in the lives of others. Of attempting the bold and ostentatious, whatever that looks like in our world.

We dream of showing up in a big way. But as long as it remains a dream, the outcome is certain — zero chance.

If All We Had to Do Was Dream

I mean, the dreaming part is fun. Put a guaranteed road map in front of me, and my willingness to show up for the extraordinary shoots way, way up.

  • Tell me that if I launch a small business, it’ll be instantly successful and cash flow positively within its first year.
  • Tell me that if I buy an investment property, I’ll be able to find fantastic tenants and the property will appreciate steadily over time.
  • Tell me that if I launch an NGO, it’ll seize the imagination of thousands and make life-changing impact in a developing country.
  • Tell me that if I become a realtor I’ll be able to sell multiple listings per month from the outset.
  • Tell me that if I start working on a Youtube channel today, I’ll have 1M subscribers in five years.
  • Tell me that if I study for the LSAT, I’ll pass the exam and be accepted into law school.
  • Tell me that if I do the research and work to write a book, it’ll become a bestseller.

Of course, none of us have those sorts of guarantees. Sure, there are principles of hard work and investment that we can rely on to a certain extent. But no guarantees.

And so we tend to be a little cagey about showing up for risky ventures. About sacrificing to make big changes. About actually showing up when outcomes are uncertain.

So we hedge our bets.

The Many Fears of Failure

The fear of failure looms large. Unpack the fear of failure, and we find other fears.

  • Fears of rejection.
  • Fears of appearing foolish or naive in the eyes of others.
  • Fears of forever losing the time, energy, and capital required.
  • Fears of social judgment — “Who do you think you are, anyway?”
  • Fears of what we would have to say to ourselves if we were forced to admit defeat.

YouTube: A Case Study

I remember when our 14-year-old was 12. For a while, he was intensely interested in editing videos. He was dramatic, creative, and enjoyed performing.

He launched a YouTube channel at the time and dabbled for a while. But I saw his concern about going all in — say, committing to weekly publishing.

The fear of low views and poor response was real. What would it say about him if he went to all this work and there was little to no positive response? Could that result be even worse than never trying anything at all?

Those questions don’t go away in adulthood. They only get louder.

Fear is Something to be Dealt With

One quote that made a big impression on me last year was this one from Elizabeth Gilbert, who writes about risk-taking in her book, Creative Living Beyond Fear:

“Fear is always triggered by creativity, because creativity asks you to enter into realms of uncertain outcome.

This is nothing to be ashamed of. It is, however, something to be dealt with.”

In 2019 I applied for a job that I really had no business getting. I lacked the appropriate experience, and the responsibilities would have been somewhat over my head, at least at the outset. But I knew the interview would be a good step, a good stretch for me. And sitting around the table with five people, thinking on my feet, analyzing my own strengths, weaknesses, ambitions, and vision was a valuable process.

I showed up. And I’m proud of that, because that’s the person that I want to be.

But I’m not finished. There’s still a ton of sacred safety in my life — spaces where I have yet to step out, take more risks, and embrace more uncertainty.

I have more showing up to do.

What it Looks Like to Show Up When Outcomes Are Uncertain

When I think about what showing up in uncertainty can look like, I think of some great people:

  • my brother Peter and his wife Shannon, now in the process of acquiring their fourth business by the age of 35,
  • my cousin-in-law, PJ, whose online startup continues to win big contracts,
  • my friend Karalee, who recently moved away from a secure job to launch a new business in a completely different field,
  • Trevor, a teacher, who designed and patented a new sport and recently wrote a novel on the side,
  • Chris, who is starting a new career in real estate at the age of 40, and
  • Jen Rao, who left a well-paying job and sold her home to live a life of mobility and remote work.

I could share more examples. But to me, this is what it can look like to step out and show up in big ways, even when outcomes are completely uncertain.

I salute this group.

What Might Have Been

It’s been said that the most common regrets of the dying are not the things they did but the things they didn’t do. The things they didn’t have the courage to try.

What might have been.

Let us not be those people. Let us not live our lives wondering what might have happened. Let’s go for it, even when the outcome is uncertain.

It doesn’t require quitting your job. But it does require facing your fears.

It requires showing up — even without a guarantee of success.

“It is not the critic who counts; not the man who points out how the strong man stumbles, or where the doer of deeds could have done them better. The credit belongs to the man who is actually in the arena, whose face is marred by dust and sweat and blood; who strives valiantly; who errs, who comes short again and again … who at the best knows in the end the triumph of high achievement, and who at the worst, if he fails, at least fails while daring greatly.

– Theodore Roosevelt

Categories
Goals Mindset Morning Routines Self-Actualization

9 Daily Actions That Create Greater Self-Actualization

Some day. Some day very soon, we like to tell ourselves.

Some day soon I will pull it all together. I’ll invest in the relationships that matter most. I’ll journal and meditate. I’ll set clear goals every morning. I’ll read the books I’ve been meaning to read. I’ll get into great shape and eat better. I’ll brush up on that musical instrument. I’ll start to write, design, and create things of beauty or utility that others will value.

Some day very soon. Just as soon as life settles down and becomes a little more manageable, I’ll make my move. And it’ll be awesome.

Yet, if we’re honest, we know what comes next. Life doesn’t slow down, and it doesn’t become more manageable. Or if it does, another challenge appears on the horizon. Family obligations increase. Work pressures loom. Health issues complicate.

The prerequisite state of equilibrium that we demand before we move forward has been disrupted again, and ‘some day’ remains as elusive as ever. All the future tense talk that friends and family hear from us about all the great initiatives on the way remains just that. Talk.

The reality is that ideas and intentions are absolutely worthless. The only thing that counts, that makes an impact, that produces real results and lasting legacy is action. That’s it.

Everyone dreams. Everyone has a concept — however vague or ill-defined — of their best life and best self. But sadly, this maximal manifestation of one’s passions, abilities, and creative energies just never takes shape for most people.

It’s not for lack of vision. And it’s not for lack of desire. The reasons we don’t step out and express our truest passions and purpose usually amount to uncertainty and fear — fear that the changes we want and the achievements we imagine are just too difficult and overwhelming.

We fear the failure that might follow the shock of a giant leap or an abrupt change in life direction. And so our fear keeps us in a state of paralysis by analysis. And nothing changes. Nothing happens.

We fail to see that the only thing lacking is simply action — any action at all. We miss the fact that even tiny, daily habits represent momentum and progress in the right direction. Taken over time, things start happening.

Impressive Progress Can Happen in Small Increments

One of the biggest lessons I learned in 2017 was the incredible power of incremental progress. Fueled by influencers like Brendon Burchard, Tom Karadza, and Brian Buffini, I finally understood that some of my life’s most precious dreams and ambitions would never be realized until I started to actually invest in them every single day.

“How you spend your days is how you spend your life.” — John Lee Dumas

The idea that each day is actually a microcosm of my life really got my attention. I had all these visions for change, for growth, for things I wanted to accomplish across the grand narrative of my life. But if they weren’t showing up in my day to day, they weren’t showing up in my life. That was a brutal reality check.

And so, in 2017 I decided to make intentional growth and greater self-actualization a goal of every day. The results have been gradual, steady, and ultimately transformative. What follows is a sampling of what happened … and continues to happen for me on a daily basis.

9 Daily Actions that Build Progress Toward Self-Actualization

  1. Journaling and Meditation. Through handwritten journaling, meditation, and prayer for just 15 minutes a day, I feel more spiritually connected and centred than ever.
  2. Goal Setting. By taking two minutes each morning to set big goals for the day, every day feels more focused and intentional.
  3. Creative Writing. Always a joy but rarely a reality in years gone by, I now push myself to write at least 100+ words a day. By lowering the bar from an essay to a paragraph, I’m now producing more written content than ever before.
  4. Working Out. By visiting a gym close to my house for just 25 minutes every workday morning, I’ve never been fitter or stronger. It doesn’t require an hour for me to break a wicked sweat and push my body to the max. Quick and efficient is the new name of my exercise game.
  5. Eating Better = -3 +2. Besides cutting out three of my vices (chips, fries, and sugary drinks), I’ve given myself a small and simple daily eating challenge: eat two green things. The first is usually the kale or spinach that goes into my morning smoothie, so finding a second green food somewhere in my day is relatively easy. By subtracting three items and intentionally adding two, I’m now leaner and meaner than ever. Instead of subscribing to some paradigm-shifting diet plan, I’m just taking a few small steps in the right direction. And I’m 12 pounds down from last year.
  6. Side Hustle Income. Although this is definitely not a passion project, my goal is to list or mail at least one item on eBay per day. This simple 5-minute activity keeps a few extra bucks flowing our way. It’s surprisingly encouraging and motivating.
  7. Piano Practice. My parents gave me the option to quit my lessons at age 15 or so, and predictably I’ve lived to regret it ever since. By learning and practising just one piece for a few minutes each day, I’m warming up that old muscle memory and reigniting an old passion.
  8. Reading. Every night, I make sure I read for at least a few minutes from two books on my Kindle: the first a book for my Master’s program, the second a work of fiction. By making sure this happens every night — even if it’s just a few pages from each — I’m staying solidly on track with my degree and projecting an all-time personal best for number of books finished in a year.
  9. Eyeball Time. Since Apple claimed FaceTime as its own, I use ‘Eyeball Time’ to refer to the kind of quality screen-free time required every day to cultivate intimate and meaningful relationships with my wife and stepsons. As a result, we fight hard to protect the weekday dinner hour and bedtime from screens. It’s not a ton of time. But it’s the minimum needed to keep the most important relationships in my life healthy and vibrant. If I’m not making progress on this front, nothing else matters.

Between my marriage, two adolescent stepsons, my teaching career, and Master’s studies, I’ve got a lot on my plate right now. In past seasons of life, I’d have seen this as reason enough to put my hours on cruise control, dissolving into Netflix at each day’s end and waking up lazily to the snooze button.

“So many choices to make today. And each choice I make … makes me.” — John Stackhouse

But I’ve spent enough of my life on meaningless distractions and diversions — as Jim Gaffigan so elegantly describes it, the McDonald’s of life — waiting for conditions to ripen, the waves to calm, the proverbial dust to settle perfectly before taking action and realizing my full potential as a human being.

Those days are over. I’ve discovered the exhilarating power of daily progress— the truth that small actions, taken over time, have the power to yield truly transformative results. And I can’t wait to see what’s in store.