“Sell Me This Pen” Sales Test | The Only Correct Answer to the Famous Question

By Nate McCallister

I have a love-hate relationship with the movie "The Wolf of Wall Street." It's a highly entertaining movie that inadvertently glorifies a con man and the art of dirty selling. 

This post isn't about that, though. Instead, I want to talk about the famous scene at the end of the movie where Jordan Belfort, played by Leonardo DiCaprio, asks a person from an audience to "sell me this pen." 

He doesn't like the first answer, so he moves on to the next person.

In reality, it's a trick question. If anyone replies with an immediate sales point, they fail. 

The heart of the question lies in what comes before the direct selling, finding out more about the person who they're selling it to.

Why People Get This Wrong

Most people (myself included when I first started researching this) resort immediately to assuming they know enough about the person they're selling to and they jump directly into pushing the features of the pen.

  • Beautiful design
  • Smooth writing
  • Light weight but sturdy
  • That sort of thing....

It's easy to assume that everyone sees these features in the same way that we do. Someone who isn't skilled in sales would work hard to finesse these features into smooth sounding benefits. 

Features + benefits are a crucial part of sales, but without knowing who you're selling to, they are obsolete. 

An analogy I read while researching this topic was that this is like throwing at a dartboard without turning on the lights to the room first. 

If you want a deeper dive into this topic, check out this article by yesware.com that takes it further than I do here.

Jordan Belfort's Answer

“The real answer is, before I’m even going to sell a pen to anybody, I need to know about the person, I want to know what their needs are, what kind of pens do they use, do they use a pen? How often do they use a pen? […] The first idea is that […] I want to hear [the salesperson] ask me a question. Most average or newbie salespeople think that they’re supposed to sell you the pen, when a really seasoned salesperson will actually turn it into a qualifying session to find out what you need. That’s the truth of it. It’s like trying to sell someone a house and you don’t know if they’re in the market for a house, what kind of house they want, how many kids – so how can you sell someone a house? That’s the point.” 

Jordan Belfort

About the author

Nate is the founder and main contributor of EntreResource.com and author of Evergreen Affiliate Marketing. He is a lifestyle entrepreneur who spends his time building businesses and raising his four kids Sawyer, Brooks, Van and Lua with his beautiful wife Emily. His main interests include copywriting, economics and piano.


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  1. I strongly appreciate with Jordan Belfort's Answer that he say, he wanted know about the person and what their needs this tow things is most important for the salespeople if they have aneser they must sell the pen
    However thanks to author for share with us this valuable information

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