Your challenge is that you can’t use a positive sales approach with a negative person.
Are you too positive?
If you’re like most salespeople—and most salespeople are—you’re pretty positive. The same is true if you’re a business owner or CEO.
You tend to be goal-oriented, you see the potential upside in situations, you take risks in order to seize opportunities, you tend to move toward those outcomes that bring you pleasure and satisfaction.
As a result, you tend to sell positively. You discuss features and benefits, you show how your product or service will help your prospect achieve better results and you paint a picture of how their life or business will be improved.
There’s one problem with this approach: It doesn’t work half the time.
That’s right. As hard as it may be to believe, not everyone is as positive as you are. In fact, approximately half the population are negative thinkers.
They’re security-oriented, they see the potential downside in situations, they pass up opportunities in order to avoid risk, they tend to move away from those outcomes that bring them pain and discomfort. (Sound like anyone you know?)
Your challenge is that you can’t use a positive sales approach with a negative person. They can’t appreciate the benefits you’re describing because they’re too focused on the costs and risks. They can’t see the picture of their bright future you’ve painted because all they can imagine is a future where everything has gone wrong.
So how do you sell to a negative thinker? Negatively.
Yep, you have to do a 180. Focus on what resonates with them.
Alert them to the dangers of doing nothing. Warn them of the downside of choosing an inferior product or service. Explain how your offering reduces their risks and safeguards what they already have.
Don’t talk about how your product or service helps them to get more of what they want, talk about how it helps them to have less of what they don’t want. Don’t show them how it enables them to move toward a goal they desire, show them how it enables them to move away from an outcome they fear.
How can you tell if your prospect is a negative thinker?
Listen to what they say when you conduct your needs analysis. Do they have a hard time describing their goals, but gush about their challenges?
Do they have a lot of concerns and worries? Do they frown more than they smile? Have they been putting off action on this issue for a long time? Bingo, they’re negative.
Let me be clear: that’s not a bad thing. It’s just the way they are. In fact there’s value in negative thinking. (My friend Craig Price has a great book on the subject: Half a Glass: The Realist’s Guide.) It simply seems alien to those of us who are positive thinkers. Just as our focus on the positive seems alien to them.
Which means, if we want to boost our sales, we need to adapt to their way of thinking. For most salespeople, selling negatively takes practice, because it doesn’t come naturally to us. But if you work at it, I’m positive you can succeed at it.

![6 High-Probability Moments to Send LinkedIn Connection Requests Prior to an Event Events create natural relevance. Conferences, trade shows, user groups, and local meetups give you a reason to connect that does not feel forced. The mistake sellers make is waiting until the event starts or turning the request into a pitch. A better move is connecting days or weeks ahead with a simple acknowledgment of the shared event. Example: Hi Sarah, saw you’re attending the Midwest Manufacturing Summit next month. I’ll also be there and am super excited! I’d love to catch up in person at the event. In the meantime, let’s connect here on LinkedIn. You are aligning with something already on their calendar. When you see them at the event or reach out afterward, your name is no longer unfamiliar. Following an Event After an event, connection requests work best when they reference a real interaction, even a small one. A short conversation, a question during a session, or a brief introduction creates enough context. The request should reflect that moment, not attempt to convert it into a follow-up. Example: Tim, I enjoyed meeting you at the conference last week. Your take on [subject/trend/idea] was intriguing. I look forward to staying connected and to our next conversation. This reinforces continuity and professionalism without pushing the relationship forward prematurely. After a Sales Call Sending a connection request after a sales call is one of the most underused opportunities in prospecting. If the call was answered and productive, the request reinforces credibility and continuity. Example: Thanks again for the conversation today. I appreciated your perspective on how your team is thinking about next quarter. I look forward to our next meeting and sharing some ideas I have with you and your team. If the prospect did not answer, a connection request can still make sense as a light reinforcement, especially early in the relationship. It keeps your name present without escalating pressure. Either way, the request works because the call establishes legitimacy first. After a Meaningful Interaction Not all interactions happen in formal selling environments. Thoughtful exchanges in comment threads, group discussions, or brief conversations in passing all create natural moments to connect. That might mean running into each other at a non-work event, crossing paths at an airport, or chatting briefly in a line somewhere unexpected. Example: Haley, it was a pleasure meeting you on our flight to Atlanta. Thank you for your restaurant recommendations! I look forward to staying connected, What makes this work is that the interaction was real. The request simply continues it. Mutual Connections Shared connections reduce perceived risk when handled with restraint. They signal that you operate in similar professional circles, not that you have permission to pitch. The mistake is overexplaining or implying endorsement. Example: Hi Mark, I noticed that you are connected to my good friend, James, and since you are also [interested in, working in, located in] I thought it might make sense for us to be connected also. A simple acknowledgment is enough. Familiarity does the work. Profile Views Profile views signal awareness, not intent. When someone views your profile after a call, email, or content interaction, a connection request can make sense as a low-pressure acknowledgment. Example: Wendy, thank you for visiting my profile. I had a chance to look at yours, and based on your interests, I thought it might make sense for us to connect. The discipline is resisting the urge to read more into it than is there. Want the exact framework for integrating LinkedIn into a disciplined outreach sequence without pitching, spamming, or wasting time? Buy The LinkedIn Edge by Jeb Blount and Brynne Tillman today. Sales Gravy is the number one sales training organization](https://salesgravy.com/wp-content/uploads/2025/12/6-Moments-LinkedIn-Connection-Requests-Actually-Work-in-Prospecting-Sales-Gravy-Blog-Featured-Image-768x401.jpg)

