Embracing Failure: Why Big Winners Pay for Many Experiments

Hard - Requires significant effort Recommended

The robotics club at East Haven High wanted to win the regional championship, but every year their big, expensive robot would fail after months of work. This year, their new advisor challenged them: 'Let’s build three different prototypes, fast—and let’s expect at least two to break.' Some students rolled their eyes, certain focus on one perfect design was best. They sketched three drafts, built each using scrap parts, and kept the builds cheap. Within two weeks, two bots flopped dramatically—one toppled over every turn, and another’s arms jammed constantly. Only the third showed promise, incorporating a simple pulley from the first and a sensor idea from the second.

Reflecting on what happened, the team saw something surprising: they learned more in three weeks than in the last three months of prior years. Instead of feeling discouraged, they were energized. They were less afraid to try, even when failure was almost guaranteed, because nobody’s reputation was at stake and the 'losers' taught them important new solutions. Competition day came, and not only did their refined bot hold up—it earned them a 'Best Innovation' award for a feature inspired by a failed prototype.

Business science calls this the 'portfolio effect' of innovation. Most great inventions are subsidized by dozens of experiments that don’t succeed, but also don’t bankrupt the team. Big organizations—and effective individuals—prepare for failure’s cost, making sure the few blockbusters are obvious because they outsize the sum of the losses.

Don’t be afraid to set up several small experiments—be it with your hobbies, work routines, or creative ideas—even if you suspect most will flop or feel undercooked. Keep notes on what surprised you, what you’d tweak next time, and be quick to share both your proudest failures and the lessons learned. By multiplying safe, quick experiments, you’re stacking the odds so that eventually a big winner will emerge, often in places you never expected. Give yourself permission to try—and fail—more often this week, and see what new ideas or confidence show up.

What You'll Achieve

Internalize that failure is not a personal flaw but a necessary pathway to breakthroughs, boost creativity, and dramatically multiply chances of long-term success.

Multiply Small-Bet Experiments Without Fear of Striking Out

1

Design Low-Risk, High-Learning Trials.

Instead of betting everything on one grand change, create several small, affordable experiments to try new ideas. Frameworks like the 'lean startup' encourage this so you can learn from quick wins and safe failures.

2

Track What You Learn, Not Just Results.

After each experiment, write down what worked, what didn’t, and one insight you wouldn’t have gained otherwise. This makes failure a stepping stone rather than a dead end.

3

Celebrate Surprising Outcomes—Even When They Fail.

Share your most interesting or unexpected failures openly with your peers, team, or mentors, making it easier for everyone to try new things and learn rapidly.

Reflection Questions

  • What’s the last time a failure taught you something you hadn’t expected?
  • If success depended on trying many things rather than just one, what would you attempt this month?
  • How do you feel about discussing failures openly—what holds you back?
  • What’s one safe, affordable experiment you could try right now?

Personalization Tips

  • *In side projects:* You publish three short stories in different genres online rather than spending a year perfecting just one.
  • *For athletes:* You test five different stretching routines across a month, not just sticking to the one the team uses.
  • *As a club organizer:* You run two new meeting formats for a month, surveying which sparks more discussion—even if one totally flops.
Invent and Wander: The Collected Writings of Jeff Bezos
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Invent and Wander: The Collected Writings of Jeff Bezos

Jeff Bezos
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