Jeremy Heslop MSP Prospecting Training Review | Fox & Crow Group
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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
Last Updated: May 1, 2026
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.
See more testimonials and case studies from Fox & Crow Group clients.
Book a call to talk about prospecting coaching for your MSP.
FAQ: MSP Prospecting Training with Fox & Crow Group
What is MSP prospecting training?
MSP prospecting training teaches managed service providers how to identify ideal prospects, initiate outbound conversations, handle common responses, and book qualified meetings — using the telephone and other direct outreach methods.
Why is the telephone still relevant for MSP prospecting?
The telephone remains one of the highest-converting outreach channels in B2B sales. Most MSP competitors avoid it, which creates an opening for those who learn to use it effectively and professionally.
How does Fox & Crow Group's prospecting training differ from generic cold calling courses?
Fox & Crow Group's training is built specifically for the IT channel. It accounts for how MSP buyers think, what concerns they typically have, and how to position managed services in a way that earns a first conversation.
What results can I expect from MSP prospecting training?
Results vary based on effort and consistency, but most participants report a significant improvement in their willingness to make calls, the quality of conversations they have, and the number of qualified meetings they book each month.
MSP owners working through the same telephone prospecting discomfort will find Karl Padpad's experience covers similar ground — the shift from avoidance to purposeful outreach is a consistent theme. Roger Miranda's account addresses call anxiety specifically, which is the version of the same problem that shows up most often for reps rather than owners. Fox & Crow Group's MSP sales training and LMS learning paths are where the tactical side of this work is built.
MSP owners who want more qualified meetings from outbound activity can see how Fox & Crow structures the lead generation approach — and what picking up the phone with purpose produces when it is part of a complete MSP sales system gives the full picture of what that confidence builds toward.