Are you trying to drum up support for a project you’re working on—monetary or moral?
Whether you’re drafting language for a Kickstarter page, getting ready to make a speech to city council about your new neighborhood initiative, or prepping for the fundraising event you’re throwing at a local school, the way you tell your audience your story can make the difference between their committing support and walking away.
There are countless good tips out there about how to make people sympathetic to your cause—things like opening with a joke, keeping it short, including real-life examples, and giving a call to action.
Another great one is discussing your failures to show the audience that you’re not afraid to admit your mistakes, are okay with being vulnerable, and—most importantly—that you’ve learned from the past and are better prepared to take on the task at hand as a result of previous missteps.

All eyes on you? Turn the attention from a misstep into heartfelt support.
(photo courtesy Shutterstock)
The failure you choose to highlight could relate directly to your current idea, or not.
For example, if you’re trying for the third time to start an after-school art program in your neighborhood, you can explain what you’ve learned from your first two attempts, and how that knowledge makes your plan uniquely equipped to succeed this time.
Or, if you haven’t failed at this particular endeavor before, try dredging up an experience from high school or your first job that relates—maybe you learned the hard way to ask for help when you need it, or to speak up when you see something amiss around you.
Whatever story you choose, here are a few pointers about how to tell great fail tales in print and in person from Brooklyn, New York writer, performer, and storytelling coach Andrew Linderman:
For many people (myself included), the only thing scarier than failing is talking about failure. Maybe you’ve hit a parked cop car, peed your pants in front of the high school rowing team or cried in front of a group of Chinese school children*. Whatever the case, you’ve probably failed a few times in your life.
To help you tell stories about screw-ups, shortcomings and unfortunate incidents without coming across as a bitter shrew or a total moron, follow these rules and you’ll be able to talk about failure without looking like one.
1. Don’t pass judgment.
The point of storytelling is to recreate an experience for your audience, so avoid passing judgment about any of the characters (yourself included!) in the story. The easiest way to do this is to eliminate comparatives (i.e. “better”, “worse”, “faster”, etc) and superlatives (i.e. “worst”, “best”, “fastest”) whenever possible. Instead, turn these comparisons into declarative statements (from “the best shot putter in Brooklyn” to “the #3 shot putter in the 18-22 age cohort in Brooklyn”). Specificity will help your story while making the narrator (you) more relatable.
2. Avoid complex explanations.
If you’re talking about failure, it’s natural to want to explain away a decision through your own interpretive lens. Don’t do this. People love stories about a good flop, so don’t cheat them of the experience. One quick way to cut down interpretation is to eliminate explanatory words (“because”, “why”, “knew”, “understood”, “decided”, “realized”) from your story. Don’t tell an audience why something is important, show them how it is important.
3. Show (don’t tell!) us your emotions.
Stories are filled with emotions and feelings, but manipulating your audience into feeling a particular way won’t help them relate to your experience. Skip emotive words (i.e. “happy”, “sad”, “excited”, “worried”) in favor of active phrases (“I smiled and screamed: “Awesome!”) that show the audience how you’re feeling. When you spend the time to recreate an experience, the emotions will shine through.
It takes time to tell stories about failure, but if you use these tips, you’ll be able to get over life’s hurdles faster and tell richer stories in the process. In the words of Samuel Beckett: “Try again. Fail again. Fail Better.”
*All of these things happened to me
See Andrew’s original post in its entirety on his blog The Story Source, and read more about all the ways he helps people tell better stories on his website, www.andrewlinderman.com.
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Have you ever told a story about a time you flopped to try to engage potential supporters? Tell us how it went!