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How Positive Thinking Can Ruin Your Sales

by Donald Cowper  |  October 19/2012  |  , ,

I’m a big believer in positive thinking—except when it comes to sales. This idea can be a bit tough to swallow, as it was for Kyle, a web developer who went out on his own a few years back after saying adios to his full-time bank gig. He rocked it for the first couple of years, but after he wrapped up a few big projects and a couple of top clients went out of business, he had to start finding new clients, which meant selling, which meant months and months of struggle, which meant canceling his big trip to Amsterdam.

After Kyle called me for help, we got together and I asked him to give me a rundown of a recent sales meeting that didn’t work out. He told me about his appointment with Sheila, the owner of a decorating firm. For a half hour prior to the meeting, he sat in his car and concentrated all his positive thoughts on making the sale, even visualizing Sheila saying yes and the high-fives he’d get from his colleagues after closing the deal.

Positive thinking turns a sales meeting sour

During the meeting, Kyle worked hard to wow Sheila with his positive energy and all the ideas he had for making her website sing. At the end of the meeting, he stressed to her how much he would value their relationship if she became a client.

I said to Kyle, “It sounds to me like you went into your meeting very focused on the outcome.”

He agreed and said he was a big believer in positive thinking and having goals.

“But did you notice,” I asked, “how all your positive thinking affected your behavior during your meeting with Sheila?”

When he shrugged I said, “Sometimes positive thinking makes us feel pressure. In your case, all the pressure you put on yourself to nail the sale made you focus on what you wanted rather than on Sheila and her needs. That’s a killer in sales.”

What the dating world can teach us about sales

I told Kyle that we can learn a lot about sales from what works and doesn’t work in the dating world. Everybody knows that a date will turn out badly if you go in hoping to find Mr. or Miss Right. When you do that, the other person is going to feel you’re coming on too strong, or you’re needy, or worse, desperate. Those are turnoffs. It’s best to leave your big hopes behind and just see the date as an opportunity for both of you to get to know each other better. Think of it as a process of discovery and exploration. Maybe it will work out, maybe it won’t. But the pressure’s all off. When you take this approach, you come across as cool and relaxed and you naturally pay more attention to the other person, and that’s a turn-on.

Dating and selling should be about the process, not the outcome

Just like dating, selling shouldn’t be about the outcome. It should be about the process of trying to find out whether you and your prospect make a good match. Take that approach and your prospect will feel you’re genuinely interested in them, rather than trying to meet your own sales targets. I told Kyle, “When your prospects have that experience, you’ll find more of them interested in becoming clients.”

That seemed to make sense to Kyle. But he still struggled with the idea that being positive could be a bad thing.

The difference between positive thinking and positive attitude

Being positive isn’t bad, I clarified. The problem is that positive thinking involves goals, which are vital for planning, but can wreak havoc if you take them with you into a sales meeting. Visualizing like Kyle did in the car is fine, but you have to be careful to turn your attention from the future to the present before you see your prospect. What does work during the meeting is having a positive attitude. The difference? Positive thinking makes you think about the future, whereas a positive attitude focuses you on the present. And that’s where you need to be in a sales meeting—living in the moment, focused on your prospect.

After this talk, whenever Kyle had a sales meeting, he ditched the positive thinking and donned a positive attitude. One of the first things he noticed was how relaxed he was in his appointments. That surprised him because he hadn’t realized he’d been tense before. As Kyle put it, “It was liberating—getting to know my prospects, without caring at all whether they said yes or no. The irony—they started saying yes.” So often that he was able to finally get away to Amsterdam. Now that deserves a high-five.

The big takeaway: Before you go into your next sales meeting, drop your positive thinking and all thoughts of the outcome. Instead, adopt a positive attitude and focus on the process of getting to know your prospect better.

Author’s note: this post is based on a web developer I’ve coached. I’ve called him Kyle, but that’s not his real name.

For other stories by Donald step into The Cowper Files.

Donald Cowper is a Small Business Writer at FreshBooks. He’s a successful entrepreneur, an experienced coach and the coauthor of two bestselling business books—Mega-Selling and The 8 Best Practices of High-Performing Salespeople.


  • Andy Haynes

    Definitely agree! Businesses lose their way when they don’t have a thorough understanding of the numbers and don’t set clear goals. But when you’re in front of a client – for any reason – if it’s not all about them instead of you, you’re sunk.

  • http://www.kolodacore.com john koloda

    nice fresh article with a practical twist to emphasize that “its all about the customer”…too often as a result of a good relationship/connection, the discovery step is skipped in going for the close prematurely…thanks don.

  • Erik Tallmeister

    Thanks for not focusing on the usual “strategic selling” cliches and providing a more real world angle on the way to connect with customers. You’ve highlighted the fact that every successful relationship works on the same principles.

  • http://transforme.ca/ James Giroux

    Great article. I find sometimes it helps to walk in with the attitude of interviewing the potential client. Obviously we all want to make sales but it’s better to have clients that will be awesome than clients who will be nightmares and in the sales process, being a bit more non-committal up front gives you more room to evaluate the clients fit with your business.

  • Dan

    Nice! The dating analogy is bang-on!

  • Ray

    I love how this article frames a key challenge for many people selling. It’s key to be on the customer’s agenda. Be aware of who is doing most of the talking in your next meeting (or date)

  • Elizabeth Lockett

    Loved your article and have seen many people do this in meetings.

    Will step back and think about this example this week in my meetings.

  • http://www.partnerscoaching.com Janice Webber

    Great article. If more sales staff adopted this attitude, their sales statistics would increase and the bottom line of the companies they report to would benefit.

  • alana

    This is a brilliant article as it relates to so many fields of business. We need to be more involved in the process and less focused on the result. Great read!

  • Robert

    Absolutely right! because positive thinking does matter in every part of life.

  • http://www.yumalite.com Sean Miller

    I also completely agree, fantastic article. If you are not aware of who the other person is and what their needs are then how can they feel you can meet their needs in a business relationship going forward. How can they trust that you can deliver and that you have their best interests at heart. You really hit the nail on something that needs to be addressed because in the world today everybody is about positive thinking and envisioning your outcome which skips over so much of the process of life.

  • jasicca

    I read your post. Great stuff you have written.
    I really like the part difference in positive thinking and positive attitude and like kyle i also sometimes ditch positive thinking.
    Thank you for writing and provide us positive attitude.

  • http://www.enlightenmentgateway.com/ bob proctor

    Well said. I also like the way how you said that we can control our own life. This is nothing new but most of us do not realize the fact that we can do something about our success. :)

  • Donald Cowper

    I appreciate this comment, especially since it’s coming from you, Bob, a sought after speaker and life coach.

  • Michael McMurtry

    Very helpful! I will put this to use immediately, thank you for the insight!

  • http://www.kezia-noble.com Rebecca Johnson

    Yes like the dating analogy and an interesting take on it.


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