Here Are The Five Most Common Reasons Salespeople Fail at Cold Calling
For salespeople, cold calling is a primary means for filling your pipeline. Yet far too many sales professionals fail at cold calling because they don’t understand that the only way to succeed on a cold call is by first resolving your prospect’s fears and concerns.
Cold calling doesn’t work when you aren’t making enough calls
If you make between 6 and 10 calls a day, you aren’t really prospecting. That isn’t enough calls to give yourself a fair chance at success.
To make cold calling work you need an already researched target list and 60 to 80 faster dials. That number will not only produce appointments, but it will also give you enough reps to get better faster.
Your value prop is weak
If your cold calls aren’t producing results, one of the primary reasons for the failure to obtain appointments is that your sales call value proposition isn’t compelling.
How would you like someone to “stop by,” to introduce myself and my services?” The great benefit your dream client can expect is a chance to listen to you talk about yourself and your company?
You can see why they might pass. To make cold calling work, you have to ask for a meeting where your dream client receives the value.
Asking for big commitments early on causes resistance
If your “ask” is open-ended when it comes to time, you frighten your dream client off. They believe you may wear out your welcome by sitting in front of them for 90 or 120 minutes.
Even asking for an hour can be too much. A smaller commitment, like 20 or 30 minutes instead of an open-ended request, is more palatable. And your dream client can say “yes,” confident that they can bail out if you aren’t creating value.
Cold calling won’t work if you don’t ask for a meeting twice
You should expect a “no” to your request for a meeting on your first attempt. Your dream client says “no” to everyone who calls, not knowing how to tell who is worth meeting and who isn’t.
The first attempt elicits an objection, a test to see if you might be worth meeting. You must ask twice.
You can’t succeed at cold calling without resolving your prospect’s fears or concerns
They might say, “We are already working with someone.” OR “We are happy with the people we work with now.” You will also hear, “Just mail me information,” and “I don’t have time right now.”
None of these objections to a meeting is likely true
In fact, some of your competitors are meeting with people who gave them these objections.
Your prospect’s real concern is that you aren’t going to make a meeting worth their while, that you don’t have any real insight, that you can’t really help them, and that they are going to regret meeting with you.
You have to promise that none of these things are true.
Questions:
- Are you making enough calls?
- Do you have a compelling value proposition for the meeting you are asking for?
- Is the commitment small enough that it is easy to say yes to?
- Are you always asking twice?
- Do you know how to resolve your prospects real concerns?
The Seven Steps to Building Effective Prospecting Sequences guide is a FREE resource that will give you tactics to help take your prospecting campaigns to the next level.

![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)

