Jeremy Heslop MSP Prospecting Training Review | Fox & Crow Group

Jeremy Heslop MSP Prospecting Training Review: Picking Up the Phone With Purpose

Thank you to Jeremy Heslop for this review of his MSP prospecting training experience with Carrie Richardson, Co-Founder of Fox & Crow Group.

First Published: October 1, 2025

For MSP owners who built their business on referrals and reputation, the telephone can feel like foreign territory. Picking up the phone to cold prospect is one of the highest-friction activities in the MSP business — not because it is technically difficult, but because most MSP leaders have never been trained to do it with confidence and intent.

This Jeremy Heslop Fox & Crow Group prospecting training review captures what changes when that training happens.

"As an owner of an MSP I found Carrie's style of teaching and knowledge very refreshing. I learned a ton of information that will help my business succeed and a renewed appreciation for the telephone again. She challenged me to get out of my comfort zone and pick up the phone with a purpose. I would highly recommend anyone wanting to get more qualified meetings to take this course or look into working with Carrie one-on-one to get you on the right track."

Why MSP Owners Avoid the Phone — And What It Costs Them

The discomfort around cold outreach is nearly universal among technical founders. It is not a character flaw. It is the result of never having learned a repeatable, dignified way to prospect.

Without that framework, phone outreach feels like interruption — imposing, awkward, and likely to be rejected. Most MSP owners respond to that feeling by avoiding the phone entirely, relying instead on referrals, events, and inbound marketing.

The cost of that avoidance is predictable: inconsistent pipeline, over-reliance on any single lead source, and a business that grows only when conditions are favorable.

Lead generation requires proactive outreach. And proactive outreach requires a framework that makes it feel purposeful rather than desperate.

What "Picking Up the Phone With Purpose" Actually Means

Heslop's phrase — picking up the phone with a purpose — is a useful encapsulation of what effective MSP prospecting looks like in practice.

Purposeful outreach is not about a pitch. It is about entering a conversation with:

• A clear understanding of who you are calling and why they are a fit
• A genuine reason for the conversation that serves the prospect's interests
• A defined next step you are working toward — typically a first meeting
• The composure to guide the call even when it does not go according to script

When those elements are in place, the call feels different — both for the MSP owner making it and the prospect receiving it. The anxiety that comes from "I'm bothering someone" is replaced by the confidence that comes from "I'm starting a conversation that might be worth their time."

Getting Out of the Comfort Zone — With a Coach

Heslop specifically calls out being challenged to get out of his comfort zone. That challenge is one of the most valuable things a sales coach provides.

Most business owners know they should be prospecting more. The gap between knowing and doing is almost always emotional, not informational. External accountability — someone who will push you past the point where you would stop yourself — is what closes that gap.

The combination of knowledge (how to prospect effectively) and accountability (someone who holds you to doing it) is what produces lasting behavior change rather than a short-lived attempt.

From Refreshed to Booked: The Path to More Qualified Meetings

Heslop's goal in this Fox & Crow Group prospecting training review is clear: more qualified meetings. That is the metric that ultimately matters in MSP sales.

More meetings — not more calls, not more emails, not more LinkedIn activity — but more actual conversations with people who have both the need and the authority to make a decision.

Getting there requires:

• Identifying the right prospects before reaching out
• Crafting an opening that earns a continued conversation
• Qualifying the prospect during the call, not after
• Booking the meeting in the moment rather than following up later

These are learnable skills. They require practice and feedback, but they are not mysterious. MSP owners who acquire them find that pipeline becomes more predictable — because they are no longer dependent on conditions outside their control.

A Practical Takeaway

Jeremy Heslop's experience reflects a pattern common among MSP owners who invest in prospecting training: the telephone, once a source of anxiety, becomes a source of competitive advantage.

Most of your competitors are not picking it up. The ones who learn to do it with purpose and skill consistently outperform those who wait for the phone to ring.

Explore MSP prospecting training with Fox & Crow Group.

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