Épisodes

  • Episode 17 - Stop Winging It, Start Winning
    Jun 23 2025

    How do you go from selling water jets to selling IT services - and actually enjoy it?

    In Episode 16, Brian Gillette talks with Mike Fielstra: a former MSP “hat rack” turned sales trainer at Tech Pro Marketing. Mike brings a refreshingly grounded take on the MSP sales grind, pulling from years of direct experience cold calling, chasing down leads, and managing client engagement.

    He shares stories about handling 300-dial days, transitioning from outbound to inbound, and training MSPs to stop treating every lead like a sure thing. If you've ever worn too many hats in your business, Mike’s journey will feel all too familiar.

    This one’s a must-listen for anyone who's tired of fluff and ready for real talk about lead management, client follow-through, and creating a process that respects your time.

    ----------------- Turn your MSP growth efforts into a sales machine! Learn more about the end-to-end sales training and development program from the experts at Feel-Good MSP.

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    #MSP #ManagedServiceProvider #ManagedServices #MSPSales #MSPMarketing #MSPCommunity #TechSales #ITServices #ManagedIT #CloudServices #ITConsulting

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    55 min
  • Episode 16 - The Only Way Out Is Through
    Jun 9 2025

    Let’s be honest: If you’re not willing to sell, lead, and face discomfort - you’re not building a business. You’re treading water.

    In this episode of The MSP Sales Podcast, Brian Gillette calls out the quiet (often subconscious) habits that keep MSPs stuck:

    • Hiding behind busywork
    • Outsourcing sales before understanding it
    • Waiting for that “perfect window” to make changes
    • Hoping a new wave of motivation will wash over you

    He also shares his own moments of burnout, avoidance, loss, and what it really means to keep showing up when things get hard.

    If you’re tired, stuck, or wondering if you’ve got what it takes... this one is for you. Because the only way out is through.

    ----------------- Turn your MSP growth efforts into a sales machine! Learn more about the end-to-end sales training and development program from the experts at Feel-Good MSP.

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    #MSP #MSPSales #ManagedServices #TechSales #MSPCommunity #ITServices #ManagedIT #SalesTraining #ManagedServiceProvider

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    21 min
  • Episode 15 - From Tech Geek to Trusted Seller with Nigel Moore
    May 26 2025

    In Episode 15, Brian sits down with Nigel Moore, founder of The Tech Tribe and a beloved leader in the MSP community. But this isn’t just another Nigel Moore interview. Here's why; Instead of retelling the greatest hits, Nigel speaks to us about something deeper: how his upbringing shaped his money mindset and how that mindset almost sabotaged his ability to sell. This episode is an honest look at the journey that many tech-minded business owners face when they’re suddenly expected to be a sales leader. Nigel’s transformation from an introverted technician with sweaty palms to a trusted advisor who understands the true service behind selling is both inspiring and grounding.

    If you’ve ever struggled with feeling “salesy,” or if your relationship with money gets in the way of making confident offers, this episode is for you. Whether you know Nigel or not, this conversation brings something new to the table.

    ----------------- Turn your MSP growth efforts into a sales machine! Learn more about the end-to-end sales training and development program from the experts at Feel-Good MSP.

    Learn more about The Tech Tribe at https://TheTechTribe.com/

    #MSPSales #ManagedServices #MSPMarketing #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #MSPServices #ITConsulting #MSPBusiness #TheTechTribe #NigelMoore #SalesMindset #AuthenticSelling

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    55 min
  • Episode 14 - Rebuilding the Business You Actually Want to Run
    May 12 2025

    What do you do when your MSP is technically successful - but you’re bored, burned out, or questioning whether you want to keep going?

    In this episode, Michael Bakaic shares the honest story of how he hit a wall and what happened next. After years of grinding through service work that no longer energized him, Michael made the bold decision to pivot. He didn’t just tweak his offer; he rebuilt his entire business around what actually felt good to create, sell, and deliver.

    We talk about:

    • Why burnout is often a signal, not a failure
    • The difference between fixing your business vs. reimagining it
    • How simplifying his offer unlocked more freedom
    • Why storytelling closes sales

    We also dig into the surprising evolution of Michael’s lead magnet - a cybersecurity audit tool that became his most effective conversation starter. You’ll hear how he repositioned a technical feature into a multi-stage trust-building funnel MSPs can actually use.

    If you’re an MSP who’s hit a plateau, or is just tired of white-knuckling your way through growth, this episode is a powerful reminder that you can build something that works for your clients and feeds your soul too. Learn more about Iceberg Cyber at https://www.icebergcyber.com/

    ----------------- Turn your MSP growth efforts into a sales machine! Learn more about the end-to-end sales training and development program from the experts at Feel-Good MSP. Learn more about Iceberg Cyber at https://www.icebergcyber.com

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    #MSPSales #ManagedServices #MSPMarketing #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #MSPServices #ITConsulting #MSPBusiness #ITSupport #TechSupport #CyberSecurity

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    1 h et 31 min
  • Episode 13 - The Truth About Leads and Growth
    Apr 28 2025

    Why are MSPs still struggling with leads — even with great tools, teams, and marketing? In this episode of The MSP Sales Podcast, Brian Gillette sits down with Nate Freedman, founder of Tech Pro Marketing, for a raw and refreshing conversation about what it really takes to grow.

    Together, they pull back the curtain on the real forces behind MSP growth: human connection, speed-to-lead, and the invisible mindset traps that silently stall progress.

    Learn how many MSPs are unknowingly sabotaging their own sales process, how to create justified outreach that actually builds trust, and why responding faster could be your biggest competitive edge. Whether you're just starting out or scaling fast, this is a must-listen for any IT provider ready to level up their sales game.

    ----------------- Turn your MSP growth efforts into a sales machine! Learn more about the end-to-end sales training and development program from the experts at Feel-Good MSP.

    . #MSPSales #ManagedServices #MSPMarketing #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #MSPServices #ITConsulting #LeadGeneration ( Today's guest, Nate Freedman can be reached on LinkedIn or at  www.techpromarketing.com )

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    1 h et 6 min
  • Episode 12 - Authentic MSP Marketing in a Skeptical Market
    Apr 10 2025

    In this episode of The MSP Sales Podcast, Brian Gillette sits down with marketing strategist Katie Vreeland to unpack what most MSPs are getting wrong when it comes to marketing - and how to do it better. Together, they explore how personal branding, authenticity, and ethical messaging can cut through the noise in an industry where skepticism runs high.

    Katie shares powerful insights about building trust, standing out without relying on tired gimmicks, and creating marketing that actually connects. Whether you're an MSP owner doing your own outreach or you're leading a team, this episode will challenge you to think differently about visibility, awareness, and the customer journey.

    • Learn about building real trust without hype
    • Discover what actually resonates with today’s buyers
    • Reframe your marketing strategy to reflect your values and voice

    Listen now and take your MSP marketing from forgettable to unforgettable.

    ----------------- Turn your MSP growth efforts into a sales machine! Learn more about the end-to-end sales training and development program from the experts at Feel-Good MSP.

    . #MSPSales #ManagedServices #MSPMarketing #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #MSPServices #ITConsulting ( Today's guest, Katie Vreeland can be reached on LinkedIn or at  LuminaryCreative.co )

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    40 min
  • Episode 11 - SaaS vs. MSP Sales: What Works and What Doesn’t
    Mar 27 2025

    Why might SaaS sales reps struggle in MSP sales? On the surface, selling software and selling managed services may seem similar - but the reality is, they require very different approaches.

    In this episode of The MSP Sales Podcast, we sit down with Tanner Cookson (@ Alternative Payments) to break down the fundamental differences between SaaS sales and MSP sales. We discuss why many SaaS-trained reps struggle in MSP roles, and what MSP owners need to know before making their next sales hire. From the importance of relationship-driven selling to the challenges of longer sales cycles, we explore what it really takes to succeed in MSP sales.

    If you’re an MSP looking to build the right sales team, don’t miss this conversation! We’ll help you understand what skills to prioritize, how to onboard sales reps effectively, and why a strong sales process is just as important as hiring the right person.

    🔹 What’s the biggest challenge you’ve faced in hiring MSP sales reps? Let us know in the comments!

    ----------------- Turn your MSP growth efforts into a sales machine! Learn more about the end-to-end sales training and development program from the experts at Feel-Good MSP.

    (Today's guest, Tanner Cookson can be reached on LinkedIn. ) . #MSP #ManagedServices #ManagedServiceProvider #SalesStrategy #SalesTips #MSPSalesTraining #ITServices #MSPCommunity #ITConsulting #MSPMarketing #MSPSales #SalesHiring #SaaSSales #TechSales

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    41 min
  • Episode 10 - Fixing MSP Sales: A Forensic Approach
    Mar 13 2025

    More reps, more tools, more activity - does that result in more sales? Not always. Your pipeline might even be full, but the deals just aren’t closing. In this episode, Brian Gillette sits down with Jeffrey Newton, former MSP sales leader turned co-founder at Cyft, to break down a forensic approach to diagnose and fix sales inefficiencies. They discuss why process alone isn’t enough and how aligning human connection with sales strategy is what truly leads to growth. They'll discuss;

    • Why tech-focused MSPs often struggle with sales
    • How to blend process, psychology, and strategy for better conversion
    • The difference between just selling and truly solving problems

    What’s the biggest sales roadblock you’ve faced? Let us know in the comments and watch this episode now.

    ----------------- Turn your MSP growth efforts into a sales machine! Learn more about the end-to-end sales training and development program from the experts at Feel-Good MSP.

    . #MSP #ManagedServices #ManagedServiceProvider #SalesStrategy #SalesTips #MSPSalesTraining #ITServices #MSPCommunity #ITConsulting #MSPMarketing ( Jeffrey Newton can be reached on LinkedIn. )

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    43 min