#fail upward

I just joined a Kickstarter author group, and these authors have the most beautiful books I've ever seen. I just... Heartwood isn't even CLOSE to their level (doing everything myself has serious drawbacks 😔).

These authors are citing orders of like $45,000+ for thousands of books, and like... HOW??

Don't get me wrong. I'm THRILLED to see so many indie authors thriving and succeeding! At the same token, seeing these stunning books is sobering. My art and design work is so out of its league that it's fucking DROWNING in comparison.

Like. Fuck 😵‍💫

How do I even begin to compete?? I have no idea 😭

I'll be fine. I promise. I'm not searching for platitudes, just acknowledging I have a lot of growth ahead of me.

I'll figure it out; tbh, I love a good challenge. But damn, I've gotta up my game to even be in the same ballpark as these pros (I'm the kid picking their nose in the parking lot rn).

Okay. Deep breath. I CAN do this. It'll be hard, and I might cry more than once, but I CAN make Heartwood competitive in this industry.

The Kickstarter will likely go live in early May instead of April so I have time to make this special edition jaw-droppingly gorgeous.

In personal development circles, the phrase “fail upwards” might sound paradoxical, but it captures a profound truth: failure doesn’t have to hold you down—it can lift you higher, if you know how to use it. Instead of seeing failure as a dead end, “failing upwards” is the art of learning, adapting, and pivoting so that what seems like a setback becomes a springboard to greater success.

In this article, we’ll explore what it means to fail upwards, why it’s crucial in creative, entrepreneurial, or personal growth journeys, and how platforms like Roots Inspire can play a role in supporting that journey.

What Does “Fail Upwards” Mean?

“Fail upwards” means that when you fail—or when something doesn’t go as planned—you leverage the lessons and momentum from that failure to move in a better direction. Rather than being knocked down, failure becomes a catalyst. It’s not about celebrating mistakes mindlessly, but about intentionally mining every failure for insight, resilience, and forward motion.

Some of the key components of failing upwards include reflection, adaptation, resilience, reframing, and forward momentum. You pause to ask what went wrong, adjust your methods, build grit, reframe the experience as a lesson, and then carry the insights forward. This shift in perspective makes failure an integral part of progress.

Why Failing Upwards Matters—Especially Today

In our hyper-competitive, social media–saturated world, people often present perfectly curated successes. The failures, missteps, and rejected ideas are rarely visible. That gap between perception and reality can make many feel like success must be linear. But the truth is almost always messier.

Here’s why adopting a “fail upwards” mindset is so essential now:

Innovation thrives on failure. Groundbreaking ideas often emerge after many failed attempts.

Growth comes from discomfort. When you stretch beyond your comfort zone, you risk failure—but that’s precisely where learning happens.

Resilience is a long game. Careers, relationships, personal growth—all benefit more from persistence than from instant perfection.

Authenticity and relatability. When people see you own your failures and bounce forward, it humanizes your journey.

So instead of fearing failure, treat it like a guide. Learn from it, don’t let it define you, and let it redirect you toward something better.

How Roots Inspire Can Support Your Upward Failures

Though I couldn’t load the full content from Roots Inspire at the moment, it stands as a resource worth highlighting for those seeking inspiration, mentorship, or growth content. A site or organization like Roots Inspire can help in several ways:

Stories of failure and redemption: Real-life case studies of people who failed and then rose again remind us that no one’s path is smooth.

Guidance and frameworks: Practical advice, worksheets, or coaching methods can help you dissect failures and build stronger strategies.

Community and support: Being surrounded by others who have navigated setbacks creates collective learning and encouragement.

Motivation and mindset content: Articles, talks, or courses reinforce resilience, growth mindset, and adaptability.

If you’re on a journey to lean into failure as a vehicle for progress, keeping a platform like Roots Inspire close as a source of encouragement or direction can be a smart move.

Steps to Fail Upwards More Intentionally

If you want to build the habit of failing upwards, start with a simple process:

Record the failure – Write down what happened, what you expected, and where things diverged.

Ask questions – Explore what assumptions were wrong and what factors were within or outside your control.

Extract lessons – Identify two or three clear takeaways you can use moving forward.

Iterate or pivot – Adjust your plan, try a variation, or shift in a new direction.

Share and reflect – Talk about your journey with peers, mentors, or community. This builds accountability and normalizes the idea that setbacks are part of growth.

Over time, you’ll build a “failure portfolio”—a record of what didn’t work, what you learned, and how you adapted. That archive becomes a powerful guide for your future choices.

To “fail upward” is not to deny or sugarcoat hardship, but to intentionally transform what seems like a setback into fuel for growth. Every unsuccessful pitch, closed door, or flawed prototype contains clues if you’re willing to dig.

If you ever feel stuck or discouraged, remember that you’re not rewriting history—you’re editing your path forward. And platforms like Roots Inspire exist to help you stay motivated, learn from others, and build the mindset and tools to fail upward more gracefully.