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Why I Tell Every Prospect “I’ll Be the Most Expensive”

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Guest Author: Brian Gillette Publication date: 18 May, 2026
Education

If you sell managed services, I want to convince you to try something counterintuitive on your next sales call. The next time a prospect asks for a quote, look them in the eye and tell them, up front, that you’re going to be the most expensive option they talk to. Let the sentence sit for a beat. Then keep going.

That one move, done right, does more for your close rate, your pricing power, and your sanity than any objection-handling trick I can think of. It’s the opening of what I call the feel good close, and it rests on three pillars in a very specific order: focus on solution, fight for authenticity, and build connection.

This post is for MSP and MSSP owners and sellers who are tired of watching deals evaporate into spreadsheet comparisons and want a different way to run a pricing conversation.

The Problem With the Standard MSP Sales Pitch

Most service provider sales pitches have the same shape. You walk in, you talk about your company, you run a little discovery, and then you leave to build a proposal. You come back with a price, and the prospect asks why you’re more expensive than the other guys.

From there, you’re on the defensive. You start listing features. You explain what an RMM is. You walk through group policy updates, patching cadences, and all the other stuff the prospect doesn’t care about. You hope the numbers in the margin column tell a story strong enough to justify your price.

It almost never works, because the prospect has no way to evaluate what you just said. An average executive will buy managed services maybe three times in their career, and each of those times, the market has shifted enough that the last experience doesn’t transfer. To them, you and the trunk slammer down the street both look like dorks in lime green polos. They can’t distinguish one of us from the other based on the feature list. The only axis they have to compare on is price.

So they pick the cheapest bid. Or they stall. Or they ghost. And you’re left wondering what happened.

Pillar One: Focus on the Solution

The first move in the feel good close is refusing to cut the solution to match the budget. When the prospect says “the other guy is $75 a user, you’re $179, can you meet me in the middle,” the temptation is to negotiate. Don’t.

The way I handle it sounds something like this. “Totally hear you. As a reminder, what prompted you to look for a new MSP? You had Problem X. OK. So if I cut a Tesla in half and then gave you a 50% discount on it, would you buy it? Of course not, because it doesn’t work if I cut it in half. If I plug half the holes in a colander, can I call it a bowl? No, now it’s a shady colander. The issue is that you came to me to solve a problem, and there’s really only one way to solve it. Now, if you want, I can double my price, put a red line through it, and give you the original price back so you feel like you won a negotiation. But I promise you, if I cut dollars off of this proposal, I’m giving you a half promise.”

That language sounds aggressive in writing. In a real conversation, delivered calmly, it’s a relief. The prospect has been negotiating on autopilot. You’ve just interrupted the pattern and made the conversation about the solution again.

Pillar Two: Fight for Authenticity

Buyers are trained to lie. That isn’t a character flaw, it’s a survival mechanism built up over years of dealing with sellers who weren’t honest with them. When they say the price is too expensive, nine times out of ten they don’t mean it literally. They’ve just been taught that pushing that button usually makes your price drop.

So stop letting them push the button. When somebody tells me I’m expensive, my response is always, “What do you mean?” And I wait. Now they have to explain what expensive means to them, out loud, in their own words. About half the time, they can’t. They stumble, they hedge, they admit the other bid wasn’t real, or they rephrase the objection in a way that gives me something useful to work with.

The bigger move, though, is to preempt the whole dynamic at the top of the conversation. I’ll often say, right at the beginning, “Just so you know, how many quotes are you getting? Two or three? Good, you should. Just so you know, I’m going to be on the expensive side of those.” Then I pause. About seventy percent of the time, the prospect laughs and starts telling me why they don’t mind paying more for quality. The other thirty percent, they freeze and stare, because I’m not playing the game they expected.

Either way, I’ve taken the price objection off the table before it could be used against me. I played their card from their own hand and put it face up before they were ready.

Pillar Three: Build Connection

Once the solution is protected and the authenticity has been established, you close the loop by helping the prospect sell themselves on you. After I tell a prospect I’ll be the most expensive, I let it sit for three seconds. Then I say, “But I should let you know, we sign a new customer at least every month. Why do you think people keep working with us?”

That question does something magical. The prospect, almost every time, starts answering. They tell you, in their own words, what they’d be willing to pay more for. Response times. Service quality. The way your team communicates. Once they say those things out loud, you haven’t pitched anything, and you haven’t oversold anything. They have just told you what they value, and you now know exactly how to frame the rest of the conversation.

That sequence of three pillars, in that order, is hard to beat in a sales lineup. Your competitors are over there listing their bing-bongs and zingzorks, asking for an extra 99 cents a user. You’re over here being honest, and everybody, without fail, is relieved.

Try It on One Call

If any of this is useful, try it on one call this week. Tell the prospect you’re going to be the most expensive option. Follow up by asking why they think people keep working with you. Note what they say, and note how the rest of the conversation feels different from the ones where you let price lead.

The work is about being the clearest, not the cheapest. Price becomes much easier for a buyer to swallow when they can’t compare you to anyone else.

Cynomi’s GTM Academy Sales Kit includes pricing frameworks, objection scripts, and close playbooks built to help service providers run exactly these kinds of conversations. If you want the supporting materials to make this a team motion, you can pick up the kit here.