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​          The Power Pivot Blog

Failing Forward Isn’t Pretty (But Damn, It’s Powerful)

7/22/2025

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This one HURT. The interview process went on for months. You were sure this was the one. Then came the dreaded Friday email:
“Thank you so much for your time, energy, and thoughtfulness throughout this process. After much discussion and reflection, we’ve decided to proceed with another candidate…”
This can’t be happening again. The lightness and excitement you felt only 24 hours ago? Gone.

I work with clients at all stages of their career pivots. Some have been job hunting for a year, two years, sometimes more. And while there are moments that feel like progress, they often lead to another rejection, another dead end.
You’re curled up on the floor of your closet, whispering, “How much more of this can I take?” Questioning every decision that led you here. You thought this pivot would feel powerful. Instead, you just feel broken.
But here’s the truth: reinvention is messy, slow, and full of faceplants.

Stumbling Toward Something Better

A woman fled corporate burnout, expecting quick success in her consulting business. She took the leap with one client at her side. A champion who stuck with her, but more clients didn’t come. Months and months went by. The financial run way dwindling, the shame spirals pulled her down, down, down. She learned how to ask better questions of prospects, refined her offer, rewired her beliefs, got clear on who she really wanted to serve and the problems they faced. The next six months went better. Now thriving, because of that flop, not in spite of it.

 “It took failing in front of everyone I respected to finally build the thing that felt like mine.”

What Failure Really Teaches You

No one wants to fall flat on their face. But it’s in those bruises that we learn:
What matters most
Who’s in our corner
Where we need boundaries
And how strong we really are

Feeling like a hot mess during transition? Totally normal.

My Own Faceplant Story

After a 10-year career gap, it was time for me to get back in the workforce. I started where everyone does: LinkedIn and the resume. I had no clue what I wanted to do next, so I applied to everything that sparked the slightest interest. Dozens and dozens of carefully crafted applications over months…Crickets. No one, even my husband, knew I was job hunting. I sat with the shame and rejection… alone.

But then I realized: that was the problem. No one knew I was looking. Those early applications helped me learn the market (which had changed drastically!) and gave me clarity on what I actually wanted, and what I wouldn’t compromise on. With a new outlook, I started telling everyone I was looking. And guess what happened? Conversations. Which led to calls. One informational interview? I blew it. Rambling for 25 of the 30 minutes. Forgot to ask questions. Gave unsolicited advice. Didn’t follow up, I was too embarrassed.

Lesson learned: Let people help you. Have a conversation.

A few weeks later, at my daughter’s gymnastics practice, another mom mentioned her friend needed help with his nonprofit. “Are you interested?” “YES PLEASE.” That informational interview? It led to a job offer. I became the Director of Membership for a national nonprofit.

Success Built on Micro-Failures

Another client felt like she was doing everything wrong, her pivot had been dragging on for years. Start. Stop. Start again. Sound familiar? But when she finally layered all that experience into a carefully crafted portfolio career, things clicked. The money started coming in. The work finally fit.
“It didn’t make sense until one day, it did. But I had to live through the mess first.”
If You're In the Spiral, Ask Yourself: What Have I Gained?
You’ve practiced talking about your skills.
You’ve gained clarity on your goals.

You’ve:
Built confidence
Grown your network
Added new skills
Boosted your personal brand
Landed interviews you never dreamed of
Gained 400 LinkedIn followers (yep, that counts!)
Found new possibilities you hadn’t even imagined

All of this? That’s Failing Forward, the process of learning through action, missteps, and messy attempts.

If you have lost a job, b
een ghosted after two months of interviews, gotten passed over for a promotion, lost money on a side hustle, you’re not failing. You’re building something. 

So How Do You Keep Going When You're Battered, Bruised, and Broke? Reflect. Reframe. Remember. You are not the same person who started this journey. Give yourself grace.  Celebrate your growth. If you're falling forward, you're doing it right. If you’re ready to turn everything you've learned into a clear path forward, I invite you to book a free connection call. Let’s take what you’ve gained, and build the career and life you actually want.

Let's Chat: https://calendly.com/mariadastur/30-minute-exploration-session

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#over40 #midlife #getajob #entrepreneur #promotion #CareerPivot #FailingForward #MidlifeReinvention #PurposeDrivenCareer #RealTalk #CareerGrowth #ReinventionJourney #WomenAtWork #PortfolioCareer #LifeByDesign

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