As a kid, there’s not a lot more embarrassing than taking a line drive to the face as it skips off the edge of the glove.

Yeah, that was me, age nine.

Ouch to my face. Ouch to my ego.

There I was, standing in the baseball field trying to learn how to catch a fly ball. I just couldn’t do it for the life of me it seemed. See, my hand to eye coordination took a lot more development than some of the other kids.

I vividly remember my friend’s older brother showing me the basic techniques. He said,

“You have to keep your eye on the ball. If you take your eye off the ball, you’re going to miss it. As soon as the ball is hit, you track it with your eye. You run, forward or backward, never taking your eye off the ball and you watch the ball go into your glove.”

Pretty sound advice only I think I forgot to implement it. Or at least I didn’t quite practice what he was telling me.

One Saturday afternoon game later and here I was out in left field now. My heart is racing, and I’m absolutely terrified of the ball getting hit in my direction; terrified I’m going to make a fool of myself and everyone was going to laugh at me.

So, you know what comes next?

Sure enough, even though I think I’m lined up perfectly, the fly ball sails over my head into the neighboring corn field. My buddy Steve rounds the bases for a home run.

Meanwhile, I’m crawling on all fours between the corn rows looking for the ball. Everyone is laughing – just like I thought they would. Self-prophecy? Maybe.

Up next is Mark, one of our best batters. Crack! and the ball is coming straight at me again. My teeth are clenched. There’s no bloody way I will let this ball past me. I will go down a groundhog hole to catch it! I can do this!

I’m running flat out, my eye tracking the ball. Like a bullet, it was coming right at me – fast! I could see the stitching on the seams; I could see it spinning and it was almost surreal. Time slowed, in my mind, I could already see the stadium erupting with cheers, people chanting my name, people jumping up-and-down hugging each other, people freaking out because I had just made this top-10, centre catch!

It was in that moment of glory that I took my eye off the ball, and it hit me between the eyeballs. Ouch to my face! Ouch to my ego!

So, why am I telling you this? Because . . .

There’s A Place And Time To Fail Your Way Forward, But It’s Not On The Big Stage.

I’m sure you can think of a time and place where you felt the pressure; you wanted it to work. You could taste it, and you wanted the validation, but for whatever reason, it just didn’t happen.

And maybe like me, a result of what happened that day in the field, you made a decision that you are never going to put yourself in that position ever again!

First of all, recognize that wanting something bad, including the validation, will teach you humility in the process. Life is about preparing for the big games, but part of that preparation is a series of humble lessons.

That day out on the field, I made the decision that I was going to work harder and longer, than every one of those kids. Back then, it was the feeling that I will never, ever, get laughed off the field again! Great motivation at the time, but it’s so much more than that. It’s that I will never not allow myself to be prepared for the big game.

I decided that I am not going to wait for game day to acquire the skills; to always being doing the work in an ongoing manner, no matter what the “game” is.

I applied myself diligently. Practice and repetition allowed me to develop my baseball skills to the point where I excelled at the game I loved.

Do you get what’s going on here? I practiced hard for the game I loved and it was good back to me. Dear readers, that’s life, business, relationships, mind, body and soul. You have to practice for the things that matter and they will be good back to you.

The fact is:

In life and in business, we have opportunities every day to fail our way forward and it’s not fun. If we’re afraid of failing we can’t play full out so we end up holding back, playing only 90% because we want to be safe.

Fear of failure, or rather, fear of discomfort which to me is a better word, is something that paralyzed me for many years. What is comfortable to us, is safe. When something is safe it means that we get to live another day.

Our DNA is all about survival. Of course, I’m not an anthropologist but the way I see it, as humans, we are instinctively programmed to survive, and the first thing about survival is loss and risk mitigation.

For instance, if we look at nature, a turtle when he perceives or senses danger will tuck into his little shell – he’s safe! There is little difference between us and them.

I have realized that fear of discomfort has everything to do with the ego and the ego doesn’t want to look bad. It wants to have the ability to save face, wants to come out on top, and it just doesn’t want to be reminded of what it feels like to be that little kid in the schoolyard who got laughed at.

It is that fear of failure that became part of my identity for the majority of my life up until my more recent past years. Somewhere along the way, I had taken on the mentality that I had to hustle and work harder than anyone else.

It was my Achilles heel for many, many years because as I got older, I wouldn’t do things unless I knew I could do them well or perfectly but that precluded me from doing a lot of the things that today…

I really wish I had done, or tried.

One thing I did learn, though, was that through repetition and preparation you can fail your way forward. Meaning – You don’t have the answers until you start taking action in any particular thing. Those actions will be met with “wins” and “losses” because that’s the game.

The game is all about figuring out what works and what doesn’t and taking your “failures” forward. The “failures” are inputs. They tell you what to change and tweak on your way to mastering that particular game.

A couple of years back I connected with a past student of mine named Peter.

We had never met in person before, but there was an instant connection; it was as if we’d been friends all our lives.

Sitting there listening to him tell his story, I was really impressed. He is five years younger than I and already, he has built six or seven businesses with close to a billion in revenue.

Seeing Peter, (who doesn’t even know the word “failure” exists), and how his life just isn’t difficult – he’s never struggled for anything, he has the ivy-league education, he has near perfect SAT scores, and everything he touches turns to gold – was a wakeup call for me. I perceived aspects of his life when compared to my own identity around those same things or in being an entrepreneur and therein lies my first mistake.

Don’t compare, but learn.

Second lesson, the life that I think I want, no matter what I define as success, I automatically define achieving it as, difficult, it’s going to be hard or challenging. I had to remove this thinking. It actually doesn’t have to be difficult.

Everything I’ve ever been successful at – be it catching a fly ball or throwing it to first – has always been “difficult”.  

I have realized, by being attached to “getting it right”, having the mentality of, “I’ve got to hustle”  and my fear of failure, “If my name is going to be on it, it’s got to be perfect”, has cost me a lot.

Yes, for anything you want in life, you need to hustle and work for it. No, it doesn’t have to be perfect. You can always prepare yourself for the big game, or better yet, just do the work daily and you’ll always be prepared in the moment.

My wake up call in all of this is that it all doesn’t have to be difficult and maybe it’s more about fear of failure that creates this big boogie monster between us and what we want.

Think about it, maybe, just maybe, life and achieving your dreams, isn’t that difficult. It’s just what we perceive it to be.

I’d love to hear from you.

All my best,


Comment, Share, And Inspire On My Friends!


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13 thoughts on “The Monster Between You and The Life You Want”

  1. Wow, fantastic story Jay. Easy to read and relate to. Thank you for sharing.

    I’ve always been a behind-the-scenes type of worker/team player because I’m afraid of failing in public and be completely embarrassed (as you pointed out…my ego kicking in).
    As a kid, I was always told it had to be perfect, otherwise don’t bother.

    You have just helped me change my mindset to keep learning, don’t compare, keep my eye on the ball, practice and don’t be afraid.

    Warm wishes,
    Paula Davis

  2. Kathleen McKay

    I always love your post Jay but this one in particular as I train for the world stage of TEDx. And that is most definitely not the place I want to fail! Preparation is everything and I don’t mind failing in the prep stage.
    When I first met you all I was happy being in my closed quiet world, at least I thought I was, I could barely bring myself to answer a phone!
    Nearly 4 years on and I barely recognize that person today. I am truly grateful for you all.
    Thank YOU!!! xx

  3. i’ve been caught on the hamster but i have got a lot to show for it one is value which i didn’t know i already had which comes from within so guess i better get focused on making the rubber meet the road

  4. Hi Jay, I was watching my YouTube video and another commercial came up and it was your partner Stuart Ross. I have hit that “Skip” button so many times but this time I decided to listen. I like what I hear. Both my husband and I are in a NEW turning point in our life. I’m going to continue listening and allow. I know now why I didn’t hit “Skip”. I’m now ready.

  5. Nigel Fletcher

    Hi Jay,I read a lot of books on personal development ,listened to cassettes,cds,attended seminars,workshops and they didn’t work only for the fact there is more to life than going to work every watching and hearing other peoples experiences and what they have achieved with there life.Would like to be part of your team,need to get past the ego of mine which is the fear of public speaking.Awesome work Jay

  6. Melissa Pierce Sommer

    YES!!! I am all in for a life of freedom and ease. I just joined SFM and I am eager to get started on this journey, and willing to put in the elbow grease of aligned action to get the engine of abundance flowing. I believe that we are all co-creating a new paradigm based on creativity and joyful expression of our authentic selves. Thanks for being an outstanding leader at the cutting edge of inspired evolution!

  7. Thank you so much for these words they really spoke to me at a time when I was doubting myself , the point of creating a blueprint and projecting into the future allowed plenty of self doubt, potential failure, who do I think I am self talk but reading this has motivated me. I know this is where I am meant to be right now, part of this education and community xx

    I been studying the Principles of American Achievement from Napoleon Hill, and other helpful books of personal growth. I came across SFM one time while studying and I instantly could resonate to yours and Mr Ross Method of helping others because that’s ultimately what brought me here: The Burning Desire for Success and be an example to others. I become an SFM member and I have just started the happiness journey of my life 🙂

  9. You know what Jay? You’re right! Why does having nice things and doing well always have to be “difficult”?

    That mantra has been drummed into me since I was kid. From family, friends, and the media.

    Could it be that it’s not true……..?

  10. Philip Elmes

    Great story Jay, As a kid I was repeatedly told ” your useless, You can’t even hold a torch on the right spot”, my father trying to repair his car in the dark, or “you can’t even start the lawnmower”, the spark plug was stuffed. This went right through my childhood into my early twenties. It was then I realised that if you believe you can ,you can. “For as he thinketh in his heart, so is he”. I Started doing things, building things and soon found that if you set your mind to something and make a start, you can usually do it.

  11. Wow !!!, you are a great story teller !!!!, great writing , great story to send a wonderful message !! , Monsters inside us were placed in there one way or another, but I think keeping them quite will only made then bigger and darker, the awareness at a young age that they are just shadows you must overpass to be a best stronger , successful you, it is a blessing .

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