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Why Failing Forward Actually Works

  • Writer: Brittani Wynn
    Brittani Wynn
  • May 27
  • 3 min read

TL;DR:

“Fail fast” isn’t just a cute phrase for LinkedIn. It’s how real progress happens in marketing and content. If you're never flopping, you're probably not experimenting enough. The goal isn’t perfection, it’s resilience. Try the weird idea. Post the risky reel. Flop, learn, rebuild, repeat. ________________________________________________________________ I used to hear phrases like “fail fast” or “fail forward” and think… okay, corporate fortune-cookie energy. Sounds nice in a LinkedIn post, but what does it really mean?

Because last I checked, failing sucks.

Like, flop-sweat, sink-into-the-sofa, “did I really post that?” kind of sucks.

But here’s the thing I’ve learned, especially working in content, marketing, and the beautiful chaos that is social media: if you’re not failing, you’re probably not experimenting enough. You’re playing it too safe. You’re following a template someone made three years ago and hoping it still works in this algorithm soup we’re all swimming in.

Spoiler: it doesn’t.

Failing Fast Isn’t Reckless. It’s Resilient.

When I finally understood what “failing forward” really meant, I realized it wasn’t about crashing and burning for the sake of it. I t's about being willing to move through the crash. It’s about momentum.

It means trying the wild idea.Sending the pitch.Posting the reel that feels a little “out there.” Building the campaign you kind of made up at 11 p.m. but your gut said yes.

It’s not recklessness. It’s responsiveness. It’s the courage to risk a miss for the chance to spark something that actually works.

One Flop. Three Wins. That’s the Math.

One time, I ran a social campaign that totally flopped. I mean… engagement was on life support. A ghost town. I had to triple-check the post even went live.

I was proud of it. It made sense. But it didn’t land.

Instead of sulking (okay, I sulked for 30 minutes max), I asked the only question that really matters in moments like that: What can I salvage?

I turned the campaign into a short-form blog. I pulled the one stat people did click on and turned it into a graphic. Then I reframed the message and reposted it from a different angle.

And somehow… it worked. Like, really worked. We got reposts. Sales clicked in.One of the sales folks even emailed me a thank you, which, if you know sales and marketing dynamics, is basically a standing ovation.

That’s when it clicked. The fail wasn’t final. The fail just gave me better raw material for what came next.

The Grit Is in the Rebuild

This job? This field? It’s not for the faint of heart. It’s one part strategy, one part scrappy, and about six parts “try stuff and see what sticks.”

You need thick skin, fast reflexes, and the ability to laugh when the post you were sure would crush… absolutely doesn’t. You also need to be the person who says, “Alright, what’s next?” Right before quietly finishing your third coffee of the day and Googling how to animate a pie chart in After Effects.

(Yes, I did that. Yes, I still have the tab open.)

Marketing is a sandbox with no instructions. Content changes every time a platform sneezes. Social media is a mood ring that shifts by the hour.

Failing fast isn’t a buzzword. It’s a survival skill.

So If You’re Failing, Good.

It means you’re experimenting. You’re listening. You’re learning. You’re showing up.

The worst thing you can do in this industry? Be afraid to try. The best thing? Fall flat, then stand up swinging.

Fail forward. Fail fast. Then post it anyway.

And if you need a sign that you're doing just fine, even when it feels like you're not, this is it.

Keep going. You’re on the right track.

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