8 Prospecting Truths MSPs Ignore
(What I Learned form the Queen of Cold Calling)
Join us for this episode of MSP To The Future where your hosts, Jeanne DeWitt and David Hood, answer these questions and more about these cloud options!
Join us for this episode of MSP To The Future where your hosts, Jeanne DeWitt and David Hood, answer these questions and more about these cloud options!
Most MSPs Have Already Written Off Prospecting
I hear it constantly. “No one answers the phone anymore.” “Business owners are too busy.” “Cold calling is dead.” And I get it, because I used to say the exact same things. Before I built Cloud Services for MSPs, I ran an MSP. For a long time, prospecting felt uncomfortable and unpredictable, and I was genuinely not very good at it.
Then I had the chance to learn from Wendy Weiss, known as the Queen of Cold Calling. She created the Salesology prospecting method, and she is a leading authority on lead generation. What she taught me did not just adjust my approach; it changed how I thought about the whole thing. Once those beliefs shifted, a lot of things followed.
Here are the eight truths Wendy teaches and what actually happened when I applied them while building my MSP.
Truth 1: Prospects Will Take Your Call
The first time Wendy said this, I thought: really? Because at the time, I felt like I was interrupting people, like they did not want to hear from me. Her point was blunt: it is not that people do not want to talk; it is that most people calling them have nothing worth saying.
That landed. When I looked at what I was doing back then, I sounded like every other MSP. “Hi, we offer IT services.” Nothing compelling about it at all. So I started asking myself before every call: why should this specific business care about what I am about to say?
One call stands out. We were targeting a company that had just expanded their offices. Instead of opening with what we do, I said: “Hey, I noticed you are growing; a lot of companies hit bottlenecks right around that stage. How are you handling it right now?” They talked. Not because I was brilliant, but because it was relevant to them. People will take your call when you give them an actual reason to.
Truth 2: A Lot of Times, They Say Yes
This one made me laugh when I first heard it, because it had not been my experience at all. But I was not making enough calls to even know what my experience was. When I finally committed to doing it consistently, something surprising happened: people said yes. Not everyone, but more than I expected. Yes to a conversation. Yes to a meeting.
The real reason MSPs do not hear yes is because they never ask enough. They wait for referrals. They lean on marketing. When you actually go out and have conversations, there are more opportunities out there than it feels like from the inside.
Truth 3: They Are Not Too Busy
For years, “they’re too busy” was my go-to excuse. Wendy reframed it fast: everyone is busy, that is not the point. The point is whether you are worth their time. That puts the problem back on you, which is uncomfortable but true.
Early on, I heard “I’m busy” on almost every call. When I got more specific and more focused on the person I was calling rather than what my company did, that objection started showing up less. People make time for things that feel worth it. The question is whether you sound like one of those things.
Truth 4: They Are Not Avoiding You
Wendy said something I still think about: why would they be avoiding you? They do not even know you. It is not avoidance; it is indifference. Those are two very different situations.
Avoidance feels personal. Indifference just means you have not given them a reason to care yet. Once I got that, I stopped taking unreturned calls personally and started working on making the message stronger instead. Huge shift.
Truth 5: If They Have a Vendor, They Are a Great Prospect
This might be the most important one for MSPs. How many times have you heard “we already have an IT provider” and just moved on? Wendy teaches the opposite: if they have a vendor, they are a qualified prospect. They already believe IT support has value. They already have a budget for it.
Some of our best clients came from companies that already had an MSP. One in particular seemed totally fine on the surface. But when we started asking questions, things started showing up: slow response times, no real strategy, no roadmap. That conversation became a client relationship because we did not leave when we heard “we already have someone.” We stayed and asked questions.
Truth 6: You Will Know What to Say If You Do the Homework
Before you pick up the phone, Wendy says you need to answer one question: why should this prospect be interested? If you cannot answer that, do not call yet.
This changed how I prepared. Instead of relying on scripts, I started relying on research: looking at the business, understanding their industry, figuring out what problems they probably had. When you know what is likely bothering them, you do not have to guess what to say. You already know.
Truth 7: Decision Makers Will Talk to You
A lot of MSPs convince themselves they cannot get to the owner or the CEO. Wendy flipped this: high-level decision makers are often the most willing to talk if you have something real to say.
I found this to be true, and it surprised me. In many cases it was easier to reach the owner directly than to work through layers of people trying to protect their time. Owners want clarity and someone who understands their business. They are not interested in a pitch. Come in prepared, focused on them, and you will be surprised what happens.
Truth 8: Prospecting Is a Skill
This is where most MSPs stop. “I am not a salesperson.” “I am just not built for this.” Wendy’s take is simple: prospecting is a communication skill; like any other skill, it can be learned.
I was not born knowing how to do this. I learned through practice and through plenty of calls that went badly. Over time, it became one of the most valuable things I built. The MSPs who grow are not the ones who are naturally charming or gifted at sales; they are the ones who decided to keep going and get better at it.
What Shifted When I Stopped Believing the Myths
When I applied these truths, we had more conversations, got in front of better prospects, and built a pipeline that was actually predictable. We stopped sitting around waiting and started going out and creating opportunities.
Knowing all of this, a lot of MSPs still do not prospect consistently. It is uncomfortable. It requires showing up even when it does not feel like it is working. But most MSPs do not fail at prospecting; they quit before it has a chance to work.
So here is a simple challenge: make five calls this week. Lead with a real reason. See what actually happens, not what you think will happen.
“The way to get started is to quit talking and begin doing.” – Walt Disney
Have a great week and weekend!