"Remember the two benefits of failure. First, if you do fail, you learn what doesn't work; and second, the failure gives you the opportunity to try a new approach"
About this Quote
Failure gets recast here as a kind of bargain: painful up front, profitable after. Roger von Oech, a creativity writer who built a career around “thinking differently,” is doing something more tactical than inspirational. He’s giving failure a job description. By splitting its “benefits” into two neat parts, he drains it of drama and turns it into process: data, then redesign.
The first benefit, “you learn what doesn’t work,” borrows the language of experimentation. It’s a subtle push against the cultural myth that success springs from talent or pure conviction. In von Oech’s framing, progress comes from negative results, the kind you can only get by actually shipping something, trying something, risking embarrassment. The subtext is anti-perfectionist: if you demand certainty before you act, you’ll never collect the evidence that makes improvement possible.
The second benefit is more psychological than logical: “the opportunity to try a new approach.” That word opportunity is doing heavy lifting, almost an act of cognitive reframing. Failure isn’t just informative; it’s liberating. It breaks the spell of sunk costs and social expectations, giving you permission to pivot without admitting your original plan was flawed. In creativity culture and startup-era thinking, this is the prized move: treat the miss not as identity damage but as a doorway into iteration.
Von Oech’s intent is pragmatic morale-building for makers, managers, and students: keep moving, keep testing, keep revising. The quote works because it doesn’t romanticize failure; it domesticate it.
The first benefit, “you learn what doesn’t work,” borrows the language of experimentation. It’s a subtle push against the cultural myth that success springs from talent or pure conviction. In von Oech’s framing, progress comes from negative results, the kind you can only get by actually shipping something, trying something, risking embarrassment. The subtext is anti-perfectionist: if you demand certainty before you act, you’ll never collect the evidence that makes improvement possible.
The second benefit is more psychological than logical: “the opportunity to try a new approach.” That word opportunity is doing heavy lifting, almost an act of cognitive reframing. Failure isn’t just informative; it’s liberating. It breaks the spell of sunk costs and social expectations, giving you permission to pivot without admitting your original plan was flawed. In creativity culture and startup-era thinking, this is the prized move: treat the miss not as identity damage but as a doorway into iteration.
Von Oech’s intent is pragmatic morale-building for makers, managers, and students: keep moving, keep testing, keep revising. The quote works because it doesn’t romanticize failure; it domesticate it.
Quote Details
| Topic | Learning from Mistakes |
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