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The Sales Evangelist

Story Selling, Prospect.io, Maximizer, Story






It’s tempting to think that when a lead contacts us first, the transaction should be pretty simple. We’ll ask about the company; about the challenges the company is facing; we’ll try to determine how we can help. But what happens when the conversation goes nowhere? You must make sure you’re asking storytelling questions.

On today’s episode of The Sales Evangelist Hustler’s League, we’ll address the questions you’re asking of your leads and discuss how storytelling questions will help him tell his story.

Maximize leads

Even when people land on your website looking for information, they may be a little shy about opening up. They may not immediately volunteer to share the problems they are facing.

So what do you do? How do you qualify the lead to determine whether you can help?

You have to begin by learning about the lead, and the best way to learn about your leads is through their stories.


I recently had Paul Smith on the podcast, author of Sell With A Story, and he talked about capturing attention, building trust, and closing a sale. He talked about the importance of stories.

We know that stories date back eons, and we’ve done countless episodes in the past about how you can improve your storytelling skills. What we haven’t addressed often is the fact that stories can help your buyer reveal important information to you.

When you need to understand his business and his challenges, you can do that by having him tell you a story.

In his book, Paul outlined 5 ways to get your buyers to open up:

1. Listen

Don’t be afraid of silence. Fight the urge to break the ice. Give your buyer time to process the decision.

Once you have rapport and relationship with a prospect, it’s ok to give him time to consider all sides of an issue.

Silence can be very powerful for both seller and buyer.

2. Ask

Ask the question that requires story. Use open-ended questions.

“When did you know you had a real problem on your hands?”

Unlike the question, “What is your biggest challenge,” this question prompts prospects to tell a story. When they do, they’ll include other characters, other situations, and specific instances that led to this moment.

Stories reveal a lot of information. They require people to recall a time something went wrong and identify all the problems that occurred.

That will help you identify true issues that will help you frame a demonstration or present a solution in a way that will help your prospect.

3. Research

Find out the prospect’s current role. Research on LinkedIn to discover what his position is and use that to build rapport.

Again, ask a question that prompts a story.

“How did you end up in your current role?”

You can bring up something you saw on the prospect’s LinkedIn and initiate a conversation. Ask the prospect to tell you about something you saw on the page, and it will lead to specific conversation and stories.

4. Meet

Consider having the prospect meet you somewhere outside of work. Go to lunch or dinner, or meet at a trade show event.

Get the prospect away from the office mindset and ask him to tell you a story.

In this setting, he won’t be thinking about his role in the company. He’s outside, and that allows him to share more freely.

Don’t use it as a fishing expedition. Do this with customers who have already expressed interest in the product or service you’re selling.

5. Share

Share your own story first.

Tell about a challenging situation you overcame. It may prompt him to share a similar experience he had.

Seed the story. If you sell office furniture, share your own story about office furniture to encourage him to share a challenge he has struggled with.

“Storytelling Questions” episode resources

Check out Paul Smith’s book Sell With A Story for more information about using stories to sell well.

This episode is also brought to you in part by prospect.io, a powerful sales automation platform that allows you to build highly personalized, cold email campaigns. To learn more, go to prospect.io/tse. It will help you with your outbound to expand your outreach. Your prospecting will never ever be the same.

This episode is also brought to you byMaximizer CRM. If you aren’t sure you have the right CRM, Maximizer CRM is a personalized CRM that gives you the confidence to improve your business and increase profits. Get rid of the boring CRMs and customize to your team’s selling abilities.

Click on the link to get a free demo of what Maximizer CRM can do for you. It integrates your marketing campaign as well as your CRM.

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Audio provided by Free SFX and Bensound.

About the Author The Sales Evangelist

Donald is the host of the popular sales podcast,"The Sales Evangelist". He is the founder of The Sales Evangelist Consulting Firm where he helps small companies develop killer sales process to scale their business and increase growth.

Donald is also an award-winning speaker, sales trainer, and coach. He's a big fan of traveling, South Florida staycations and high-quality family time. Donald has a belief that “anyone” can sell if they have the desire and receives the proper training.

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