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Secrets of Great Storytelling in Sales
Off the Cuff / For Sales Pros / Feb 8, 2018 / Posted by John Livesay / 5001

Secrets of Great Storytelling in Sales


Off the Cuff Instant Interview Question: What is the secret to becoming a great storyteller as part of pitching?

The secret to becoming a great storyteller is to have a story that is clear, concise and compelling.

When you tell stories you tug at the heartstrings which makes people want to open their purse strings. The person who tells the best story wins the sale. The old way of selling is pushing your message out like a TV ad. The new way of selling is to PULL people in with a great story that makes you magnetic.

When you sell by telling numbers and facts, you are speaking from the left side of the brain which is analytical. People buy from the emotional, storytelling right side of the brain and then back it up with logic. The best way to open your story is using one of two openings:

WHAT IF–This starts the story off in a way that opens the buyer’s mind to new possibilities. When I asked Guess Jeans, “WHAT IF we did a joint celebration around your 30th anniversary and W magazine’s 40th anniversary, by showing photos of celebs like Drew Barrymore who had been both a Guess model and on the cover of W magazine at an event?” That turned into a huge six figure exclusive sale which resulted in me winning salesperson of the year at Conde Nast.

IMAGINE–Another great way to start off a story is with the word “imagine.” At a recent funding pitch for a cryptocurrency called, I worked with Matthew Sullivan, the CEO, on his opening: “Imagine that you could unlock a $27 trillion dollar market that would create an asset backed token, while helping people get equity out of their homes without having to take on more debt. Well you don’t have to imagine it, because has figured out how to do just that.” The response was very positive, with one investor loving the pitch so much they asked if they could become an advisor for the company.

When you paint a picture of a potential new future that your product or service could create, you are on your way to becoming a master storyteller. The secret to a good story is that you cause the audience to lean in to what to know what happens next. The ideal way to talk about a case study is to tell the story in such a way that the listener sees themselves in the story. When I tell the story of how I helped Cole Smith get multiple offers when he pitched to get his Tresit startup funded, there are elements in my story where I tell how he was scared he would not know the answers to the questions investors would ask as well as being afraid of stumbling through his pitch. Once I tell the story of how I was able to get him the questions in advance (in school that is cheating on a test, but in life it is preparation) he would most likely be asked and helped him answer them, his confidence soared and he got the investors to want to fund his startup. After I tell that story, I ask people who are interested in hiring me to help them with their pitch, “Does that sound like the type of journey you would like to go on ? Do you want to have me as your sherpa helping you get up the mountain where the funding is faster than you can on your own and without all the frustration?”

About Author

Known as “The Pitch Whisperer,” John helps salespeople become magnetic storytellers. He is a sought-after keynote speaker, having spoken for Gensler’s Top Management Retreat and Coca-Cola’s CMO Summit, among many others. He is also an author, a podcast host, and has appeared on major network TV.

Author's Publications on Amazon

"Better Selling Through Storytelling" helps people become master storytellers so they can truly love what they do and get off the self-esteem roller coaster of only feeling good if their numbers are up. From learning how not to take rejection personally to overcoming the 3…
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The 7 Most Powerful Selling Secrets: Soar Your Way to Success with Integrity, Passion and Joy shows you how to be more effective in sales, without selling out—a revolutionary new paradigm. The old school of thinking about selling is "Always be Closing." The new way…
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Nationally recognized sales expert and media personality John Livesay interviews thought-leaders in several industries in search of the "perfect pitch." In these candid one-on-one interviews, Livesay explores why some pitches are wildly successful and others fall flat. Vivid examples, proven methods, and real-world take away…
Buy on Amazon

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