Aesopians E7 – Joining The Feel Good MSP Sales Training Program Ft. Brian Gillette
Last Updated: May 19, 2025
In this episode of the Aesopians Podcast, we sit down with Brian Gillette, founder of Feel-Good MSP and creator of the “Feel-Good Close.” If you’re an MSP leader who’s tired of outdated, pressure-based sales tactics—or just wants to build a more human, trust-first sales process—this is a must-listen.
Quick Links
📲 Connect with Brian on LinkedIn
Making Sales Feel Good Again
Brian Gillette is on a mission to fix how MSPs sell—and he’s doing it by teaching them how to listen better, communicate with empathy, and stop leading with fear. His Feel-Good Close methodology is about more than being “nice.” It’s about being intentional, strategic, and above all, human.
“I’m not just here to help you make more money,” Brian says in the episode. “I want the world to be better when we’re done with it.”
His approach blends tactical frameworks—like crafting ideal customer profiles with demographics, psychographics, and use cases—with mindset coaching that helps MSPs build confidence, consistency, and real trust with prospects.
A Preview of the Feel-Good MSP Program
The Feel-Good MSP sales program is more than just a collection of scripts. It’s a full-spectrum transformation that starts with defining your audience and messaging, and moves into consistent execution, coaching, and personal growth.
What new members can expect in their first 60 days:
- Development of a highly specific ideal customer profile
- Emotional intelligence training to boost presence and confidence
- Frameworks to craft authentic messaging that resonates
- Real-world feedback from Brian and his team
- A supportive community of peers all working toward growth
And it works. Brian shares multiple success stories from MSPs who’ve increased MRR, closed deals faster, and even rebuilt their self-belief through the program.
From Sales Skepticism to Sales Success
Brian and Hunter also discuss the cultural dynamics many technical founders bring into sales. With IT and cybersecurity often shaped by strong organizational structures and direct communication—frequently influenced by military and enterprise environments—MSPs can sometimes find it challenging to shift into a more relational, emotionally attuned approach.
“Sales is a hard job,” Brian admits, “but it doesn’t have to feel bad. If you’re listening well, caring about the person in front of you, and communicating clearly, that’s what makes people want to work with you.”
More Than Just Sales Training
The Feel-Good MSP program includes tools, templates, and strategy—but its heart is mindset. Each Monday, members meet for “Mindset Monday,” where they unpack internal blockers, limiting beliefs, and emotional barriers to execution. This blend of strategic accountability and emotional growth sets the program apart.
“We’re not just trying to build better salespeople. We’re trying to build better people who happen to be good at sales.”
Ready to Learn More?
Check out the full episode and explore what a better sales experience can look like—for you and your prospects.
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