The Power of Failing Fast: Why Small Losses Boost Long-Term Success

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Next Big Sound set out to be part fantasy label, part streaming hub—burning lots of midnight oil and chasing every metric except profitability. Soon enough, the bank account looked thin, friends in the industry stopped responding, and team morale turned edgy. Only weeks into a competitive accelerator program, they listened to blunt feedback: ‘This isn’t working, and you know it.’

Instead of prolonging a slow spiral, they decided—a bit nervous, a bit relieved—to pull the plug on the first idea. Within days, a much stronger new concept bubbled up, driven by data from real musicians and fresh input from mentors. The company’s trajectory reversed. Later, reflecting on their journey, the founders admitted the first failure was the best thing that could've happened.

Psychologically, this habit is rooted in what researchers call 'rapid feedback cycles.' High-performing teams and individuals who treat failure as a source of useful data, instead of something to be feared, develop more accurate intuition and emotional resilience. The secret isn't failing—the secret is learning, adapting, and deliberately moving through failures quickly to reduce risk and maximize opportunity.

Next time something flops—a project, a product, an event—pause, breathe, and record exactly what went wrong. Treat it more like a post-game review than a tragedy. Then, instead of waiting weeks or months for more evidence, run the quickest meaningful version of your next idea, and call it as soon as a result shows up. If a pivot is needed, act early and keep your team in the loop, focusing on learning and momentum. Rapid failure isn't just a safety net—it's how you find what works without losing your spark, time, or resources. Try failing fast on your current side project.

What You'll Achieve

Develop resilience and adaptability, save time and resources by identifying unworkable directions early, and use every setback as a catalyst for positive change and momentum.

Transform Setbacks into Quick, Positive Pivots

1

Reframe failure as feedback.

When something doesn’t work as intended, document exactly what happened and what you learned—no blame, just facts.

2

Shorten the experiment cycle.

Instead of prolonging a project to avoid seeing results, create small, fast iterations. End experiments once key data arrives, not when every detail is perfect.

3

Address big pivots early.

Admit when a direction isn’t working so you can change course before resources are exhausted. Be honest with yourself and your team.

Reflection Questions

  • When have you hesitated to admit failure and regretted it later?
  • How does your team or social group respond to small failures—avoidance or analysis?
  • What’s one experiment or task you could end early instead of dragging it out?
  • What did your last failure teach you, and how quickly did you apply the lesson?

Personalization Tips

  • A band releases rough demos and quickly replaces unpopular songs based on fan feedback, rather than waiting for a 'perfect album.'
  • An office team pilots two project management tools for one month, then quickly switches to the most effective rather than committing for a year.
  • A student switches study methods after one disappointing quiz, instead of waiting for an entire semester to pass.
Do More Faster: Techstars Lessons to Accelerate Your Startup
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Do More Faster: Techstars Lessons to Accelerate Your Startup

Brad Feld
Insight 6 of 8

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