Brent and Michael Are Going Places

Brent and Michael Are Going Places

Share this post

Brent and Michael Are Going Places
Brent and Michael Are Going Places
DEBATE: Do You Really Learn More From Failure Than Success?

DEBATE: Do You Really Learn More From Failure Than Success?

Is the trendy truism true?

Brent Hartinger's avatar
Michael Jensen's avatar
Brent Hartinger
and
Michael Jensen
Jun 01, 2023
∙ Paid
15

Share this post

Brent and Michael Are Going Places
Brent and Michael Are Going Places
DEBATE: Do You Really Learn More From Failure Than Success?
26
1
Share
Michael and Brent in Seattle.

For the audio version of this article, read by the authors, go here (free for all subscribers this week!).

Hey Michael!

As we travel, you and I have been doing a series of online debates.

Today I’m curious what you think about…the importance of failure!

These days, many people say failure is even more important than success. Is it?

I think about my career as a writer — how it’s been really, really hard. Indeed, here are all the times I’ve bitched about it recently in this very newsletter:

  • “Never Give Up Your Dreams” is Terrible Advice

  • 2022 Was the Year Substack Saved my Life

  • For 20 Years, I Regretted Leaving Hollywood. Lately, I Think I Made the Right Call.

But here’s what I don’t usually say: when I first started out as a writer, I suuuuuuucked. And I just couldn’t see it. I thought I was great! How could the rest of the world not see my amazing talent and genius?! What, were they blind?

The truth is, it took years — nay, decades! — of humiliating, unrelenting rejection — of me revising, and pivoting, and reassessing, and just plain sucking it up, over and over again — to turn me into a half-decent writer.

Without all that failure, I worry I’d mostly still suck, and I wouldn’t be able to see it.

I think writers need to fail. A lot. That’s how we get halfway decent.

It’s a bit like what Captain Kirk says in the one fantastic scene in Star Trek V: The Final Frontier: pain and suffering are important. They play an essential role in making us who we are.

“Damn it, Bones, you're a doctor! You know that pain and guilt can't be taken away with a wave of a magic wand. They're the things we carry with us, the things that make us who we are. If we lose them, we lose ourselves. I don't want my pain taken away. I need my pain!”

The greater point is, OMG, yaaassssss! I’ve learned sooooo muuuuuch mooooore from my failures — in my writing! in my relationships! — than I ever have from my successes! They’ve literally made me who I am!

Indeed, I’m now a good enough writer to know that I’m currently way over-using italics, punctuation, and hyperbole, and I really regret just using the word, “Nay.”

So, Michael, I’ll turn this thing over to you.

Brent


Hey Brent!

I still vividly remember my first really big failure. Ironically, it came on the heels of one of my first big successes.

Despite being a nerdy, overweight, introverted bookworm, I somehow managed to get myself elected Junior Class President of Bear Creek High School in Lakewood, Colorado.

Everyone assumed Rhonda Shellhorn would win, including me. After all, she was a very popular cheerleader. When I called my mom to say I’d won, even she didn’t believe it.

This is it! I thought. The beginning of my political career! One day I might even be president of the United States!

Alas, things went sideways fast.

Keep reading with a 7-day free trial

Subscribe to Brent and Michael Are Going Places to keep reading this post and get 7 days of free access to the full post archives.

Already a paid subscriber? Sign in
© 2025 Michael Jensen
Privacy ∙ Terms ∙ Collection notice
Start writingGet the app
Substack is the home for great culture

Share