Here Is What Happens When You Jump And Grow Your Wings On The Way Down

The other day I posted a comment on Facebook and it got tons of engagement, so I thought it worth sharing here on the blog. And yep, I get it, everyone’s experience will be different and there are always exceptions to every rule. But here’s what I think is most likely to happen when you jump and grow your wings on the way down…

My Facebook post

I see a lot of memes and comments about how ya gotta be willing to jump off a metaphorical cliff to have the life you want, and your wings will grow on the way down.

I do agree, you SHOULD jump. But know this, on the way down the face of that cliff, as you’re falling, you will get scrapes, lacerations, and broken bones before your wings sprout. In practical terms, that means:

  1. You will have anxiety like you’ve never experienced before.
  2. Your faith will be tested in ways you’ve never imagined.
  3. Your relationships with friends will be strained because while some of them will support you, many won’t.
  4. Your credit rating could get dinged up.
  5. Your mental health may be affected via depression.


This is real talk from someone who jumped and is still waiting for his wings to fully form.
So, go ahead, jump and live the life of your dreams. But be sure to do so knowing exactly what to expect.


And if you’re not prepared to face those five things I mentioned, you should keep your day job.

Good luck!


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Feature image credit: Chris Brooks Matthew jumping off sand cliff


  1. James may I add, If you are married your marriage will be tested as never before. Your spouse believes in you, however they didn’t sign up for you to fly with no wings. When you jump they may be with you 100% and because you are an entrepreneur you will jump again and again. That is necessary. Know this, your wings will spread and each time they will get larger, just be mindful to protect your love ones, and they will be there when you land.

  2. I can’t recall exactly how or when we crossed paths, James. But I am thankful we did. There was a time when I didn’t even have the courage to look at my cliff, when I was working twice as hard to build a little tent in the valley. Your story and experiences really played a big part in my decision to pack up my tent and ruck back up for my jump.

    I am confident you’ve been just as big an inspiration to many others. You set a high bar!

    I hope you soar.

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