The MSP Sales Podcast podcast artwork

PODCAST · technology

The MSP Sales Podcast

The MSP Sales Podcast digs into the philosophy, strategy, sales training, and techniques that allow a managed service provider to meet their maximum sales potential. For managed service providers who want to scale, we’ll discuss the critical systems that must be in place for every MSP to succeed. We’ll be joined by industry specialists in the IT industry to offer their expert insights. Hosted by Brian Gillette, his own unique and proven empathy-driven sales philosophy has helped generate millions of dollars in revenue for IT providers who deliver managed services including network security, backup, monitoring, compliance, and more.

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    Episode 41 - How I'd start an MSP in 2026

    How would you start an MSP in 2026? Most would copy what’s already been done. Same services. Same pricing. Same positioning. That’s the problem. In this solo episode, Brian Gillette breaks down exactly how he’d go from $0 to $1M ARR today - without reinventing the tech, but completely rethinking how it’s packaged and sold. → The 3 core offers I’d build: MSP, AI as a Service, and vCSO → How to sell outcomes (time, growth, productivity) instead of tools → How to reframe managed services as “insurance” (but why you shouldn’t lead with it) → Why most MSP marketing fails - and how to fix it without changing your stack This isn’t about doing more. It’s about saying the right thing, to the right audience, in the right order. If I were starting over today - this would be the playbook. _____________________________________________________ Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com Brian's book "How To Sell a Sh*tload of Managed Services (without selling your soul)", is now available in both hard-copy and audiobook format! It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg . . #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #MSPSalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing #SalesTraining #LeadGen

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    Episode 40 - Why Most MSPs Get Compliance Completely Wrong (w/Guest: Tim Golden)

    Most MSPs get compliance completely wrong. They treat it like a product. They overcomplicate it. Or they try to charge a premium for something they can’t clearly define. In this episode, Tim Golden (Founder and CEO of Compliance Scorecard) breaks down what compliance actually is - and how MSPs should be using it. → Why compliance is a process, not a tool → How to position yourself as a facilitator, not just a fixer → The simple framework for delivering compliance without complexity → How compliance uncovers gaps that turn into real revenue This isn’t about adding another service. It’s about changing how you think about value, risk, and your role in the client relationship. If you’re trying to move upstream, get a seat at the table, and stop being seen as “just IT” - this is the shift. Looking for Tim's FTC Safeguards CaaS Facilitation Workflow Document (mentioned in the episode) ? Get it here. It's a practical playbook to help Managed Service Providers (MSPs) guide small and midsize businesses through the legal requirements of the FTC Safeguards Rule (16 CFR 314.4). _____________________________________________________ Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com Brian's book "How To Sell a Sh*tload of Managed Services (without selling your soul)", is now available in both hard-copy and audiobook format! It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg . . #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #MSPSalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing #SalesTraining #LeadGen

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    Episode 39 - Is SaaS Replacing the Traditional MSP? (w/Guest: Omar Armenteros)

    In this episode, Brian Gillette talks with Omar Armenteros, CEO and founder of Virtuworks, about the future of managed services and how SaaS is changing the game. With over 30 years in the industry, Omar shares how his company shifted from traditional break-fix models to software-driven solutions that scale and automate to meet today’s demands. They discuss how this change is reshaping the way MSPs operate, why automation is essential for growth, and how customer expectations are evolving. Omar also explains why the traditional MSP model is fading, making way for a new, software-centric approach to IT services. In this episode, you’ll learn: How Virtuworks adopted SaaS to improve operations The importance of meeting changing customer expectations in 2026 Why automation is crucial for growing an MSP business How to adapt to the shift from service to software Listen in to hear how the managed services landscape is evolving, and why embracing software might be the key to staying ahead. _____________________________________________________ Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com Brian's book "How To Sell a Sh*tload of Managed Services (without selling your soul)", is now available in both hard-copy and audiobook format! It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg . . #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #MSPSalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing #SalesTraining #LeadGen

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    Episode 38 - Relax, Focus, Succeed: Karl Palachuk's Journey in Managed Services

    In this episode, Brian Gillette speaks with Karl Palachuk, a prolific author and two-time MSP business owner, about his journey in the managed services industry. With over 25 books under his belt, Karl delves into his philosophy on success, focusing on relaxation, focus, and sustainable growth. Karl also reflects on his battle with health challenges and how they influenced his approach to business and life. He shares how he transformed from focusing solely on hard work to understanding the importance of balance and focus. The discussion moves into the evolving managed services landscape and why MSPs must adapt to stay relevant. In this episode, you’ll learn: How relaxation and focus lead to success Why work-life balance isn’t a myth, but a necessary pursuit for MSP owners The shift in managed services towards solving bigger business problems Insights from Karl's success in building and selling MSPs Tune in to gain valuable advice on balancing business growth, personal health, and staying ahead in the fast-paced MSP world.   _____________________________________________________ Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com Brian's book "How To Sell a Sh*tload of Managed Services (without selling your soul)", is now available in both hard-copy and audiobook format! It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg . . #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #MSPSalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing #SalesTraining #LeadGen

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    Episode 37 - Your MSP Will Only Grow as Fast as You Do, Here’s Why (w/Guest: Paul Vedder)

    What does personal growth have to do with business success? A lot! Join Brian Gillette and Paul Vedder, CEO of VXIT, as they dive into how overcoming personal challenges fueled his professional achievements. In this raw, honest conversation, Paul shares the pivotal moments when shifting his mindset and committing to physical fitness reshaped not only his life but his MSP business. Paul opens up about his journey - from battling addiction to becoming a marathon runner - and how these personal victories directly translated into business triumphs at VXIT. Learn how small daily habits and a commitment to self-improvement are the key to sustainable business growth. In this episode, you’ll learn: The personal habits that lead to professional success How your health can supercharge your business Why overcoming personal limitations is essential How to build a thriving business with the right mindset Don’t miss this inspiring conversation about the power of personal growth in business success. _____________________________________________________ Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com Brian's book "How To Sell a Sh*tload of Managed Services (without selling your soul)", is now available in both hard-copy and audiobook format! It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg . . #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #MSPSalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing #SalesTraining #LeadGen

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    BONUS Episode - A New Sales System for 6-Figure MSPs

    This is a bonus episode - and a different one. If you’re here for a standard interview or tactical breakdown, feel free to skip this one. We’ll be back with a regular episode next week. But if you’re an MSP owner who’s been following the podcast and thinking, “This makes sense, but I’m not ready for a full coaching program yet” - this is for you. In this episode, Brian introduces MSP Sales Foundations - a new, self-serve membership designed specifically for six-figure MSPs who want to build a real sales engine without the time or financial commitment of 1:1 coaching. This is built for MSPs who need to fit sales into a busy schedule - and want a clear, practical system to generate consistent growth. Get notified when it's available and an invite to our online launch party: https://go.feelgoodmsp.com/msp-sales-foundations _____________________________________________________ Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com Brian's book "How To Sell a Sh*tload of Managed Services (without selling your soul)", has just been released in audiobook format! It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg . . #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #MSPSalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing #SalesTraining #LeadGen

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    Episode 36 - The 3 Things Every MSP Needs to Grow (w/Guest: Tim Conkle)

    Most MSPs don’t fail because of technology. They stall because the fundamentals of growth aren’t in place. In Episode 36 of The MSP Sales Podcast, Brian Gillette is joined by Tim Conkle to break down the three foundational elements every MSP needs if they want to scale beyond survival mode. This conversation dives into what separates MSPs that plateau from those that build real momentum - and why many owners focus on tactics before these core pieces are actually in place. In this episode, you’ll hear:  → The 3 foundational ingredients every growing MSP needs  → Why leadership maturity determines the ceiling of your business  → Why sales and marketing discipline matters more than tools If your MSP feels stuck, overwhelmed, or inconsistent in growth, this episode explains what needs to change first.   _____________________________________________________ Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com Brian's book "How To Sell a Sh*tload of Managed Services (without selling your soul)", has just been released in audiobook format! It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg . . #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #MSPSalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing #SalesTraining #LeadGen

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    Episode 35 - From MSP Operator to Visionary CEO (w/Guest: Shawn Freeman)

    Most MSP owners don’t struggle because they lack technical skill. They struggle because they’re stuck operating instead of leading. In Episode 35 of The MSP Sales Podcast, Brian sits down with serial entrepreneur and MSP growth strategist Shawn Freeman to unpack what it really takes to transition from hands-on operator to visionary CEO. This isn’t theory. It’s about building scalable systems, integrating AI intentionally, and shifting your leadership identity so the business can grow beyond you. In this episode, you’ll hear: → Why MSP owners stall when they stay in operator mode → How AI and automation should actually be integrated into your firm → The leadership shift required to build something scalable → What resilient, future-ready MSPs are doing differently If you want to stop being the bottleneck and start building an MSP that scales with intention, this episode lays out the path. _____________________________________________________ Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com Recent News: Brian's book "How To Sell a Sh*tload of Managed Services (without selling your soul)", has just been released in audiobook format! It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg . . #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #MSPSalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing #SalesTraining #LeadGen

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    Episode 34 - Not All Good Advice Is Good For You

    In Episode 34 of The MSP Sales Podcast, Brian Gillette breaks down a hard truth. Most MSP owners learn the expensive way: not all “good advice” is good for you - at least not yet. Some advice is universal. Some is contextual. And some is only true in a specific sequence, after certain prerequisites have been put into place. In this episode, you’ll learn: → The 3 types of advice (and how to spot the difference) → Why “proven tactics” fail when your MSP is in the wrong stage → How MSPs waste money on PPC, lead gen, and automation too early → Why hiring sales reps before your sales process is repeatable backfires If you’ve ever felt like you’re doing everything you’re told and still not seeing results, this episode will help you identify what’s missing: context, stage, and order. _____________________________________________________ Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com Recent News: Brian's book "How To Sell a Sh*tload of Managed Services (without selling your soul)", has just been released in audiobook format! It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg . . #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #MSPSalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing #SalesTraining #LeadGen  

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    Episode 33 - The Webinar Framework: Build a 24/7 Lead Gen Machine (w/ Guest: Scott Millar)

    Word-of-mouth is the lifeblood of the MSP, but it is notoriously difficult to scale. In this episode, Brian Gillette sits down with Scott Millar (IT Rockstars), author of Virtually Irresistible, to discuss why webinars are the ultimate bridge between technical expertise and scalable relationship building. Many MSP owners avoid webinars due to "tech anxiety" or a fear of public speaking, but Scott reframes the process as a repeatable system rather than a performance. They dive deep into the tactical side of lead generation, explaining why Meta’s machine learning often outperforms LinkedIn for reaching decision-makers at a fraction of the cost. In this episode, you’ll learn: Why "dog whistle" copy is the key to attracting your ideal client profile How to overcome camera shyness by acting as a "guest expert"  The technical "minimum viable process": Why audio quality matters most To upcycle one 40-minute webinar into two months of social media authority This episode provides the structural blueprint to move from accidental 'word-of-mouth' growth to an intentional, scalable inbound system.   _____________________________________________________ Brian's book "How To Sell a Sh*tload of Managed Services (without selling your soul)", has just been released in audiobook format! It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com . . #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #MSPSalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing #SalesTraining #LeadGen #Webinars   

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    Episode 32 - From Survival to Scale: An MSP Growth Story (w/Guests: John Snyder & Neelesh Patel)

    In Episode 32 of The MSP Sales Podcast, Brian Gillette is joined by John Snyder (CEO) and Neelesh Patel (President) of Net Friends for a candid, behind-the-scenes look at what it really takes to build a successful MSP - the wins, the mistakes, and the decisions that shaped where they are today. This isn’t a polished success story. It’s an honest conversation about growth through constraint, learning the hard way, and how a strong partnership became a competitive advantage instead of a liability. John and Neelesh share how they navigated leadership challenges, clarified roles, and built trust as the company scaled. Along the way, they dig into how Net Friends thinks about marketing, differentiation, and experimentation. This episode is packed with insights MSP owners can actually apply. In this episode, you’ll hear: ➡️ How a strong CEO–President partnership accelerates growth ➡️ The mistakes they made early - and what they’d do differently ➡️ Why clarity of roles matters more as MSPs scale ➡️ Creative marketing and AI ideas  If you’re an MSP who wants to learn from people who’ve lived it - this episode offers a look at what sustainable success requires. _____________________________________________________ Have you heard the news about Brian's new book? "How To Sell a Sh*tload of Managed Services (without selling your soul)" It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com . . #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #MSPSalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing  #SalesTraining 

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    Episode 31 - Reactive to Intentional: How MSP Leaders Actually Level Up (w/ Guest: Chris Day)

    In Episode 31 of The MSP Sales Podcast, Brian Gillette is joined by Chris Day (CEO at ScalePad) for a no-nonsense conversation about the shift every MSP leader must make to move from reactive survival mode to intentional leadership. Too many MSPs remain dependent on the owner. Every decision, escalation, and bottleneck runs through one person. Chris breaks down why this happens, how it silently limits momentum, and what it actually takes to build an MSP that can operate and grow without constant founder involvement. Together, Brian and Chris explore: ➡️ Why reactivity keeps MSPs stuck (even when revenue is growing) ➡️ How intentional leadership creates leverage ➡️ How to build systems instead of dependencies ➡️ How to step out of the day-to-day without losing control of the business If you’re an MSP owner who feels indispensable to your business - or concerned that your growth still feels fragile - this episode will challenge how you think about what “leveling up” looks like.     _____________________________________________________ Have you heard the news about Brian's new book? "How To Sell a Sh*tload of Managed Services (without selling your soul)" It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #MSPSalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing  #SalesTraining 

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    Episode 30 - Building the Modern MSP: AI, Cloud & UX (w/ Guest: Jim Spignardo)

    In Episode 30 of The MSP Sales Podcast, Brian Gillette sits down with Jim Spignardo, Director of Cloud Strategy & AI Enablement at ProArch, for a practical conversation about what it actually takes to build a modern MSP today. With over 25 years in IT across networking, cloud, cybersecurity, and consulting, Jim brings a grounded perspective on how MSPs must evolve beyond tools and tech stacks. Together, they explore how cloud maturity, AI enablement, and user experience now intersect - and how ignoring any of them creates friction for clients and internal teams. They discuss; ➡️ Why “modern MSP” is more about experience than tech ➡️ How AI is reshaping service delivery ➡️ The role of cloud strategy in long-term MSP relevance ➡️ Why UX matters just as much for internal teams as end users ➡️ Common mistakes MSPs make when adopting AI If you’re an MSP owner, technical leader, or consultant trying to modernize your services, this conversation will help you think more clearly about where to focus.     _____________________________________________________ Have you heard the news about Brian's new book? "How To Sell a Sh*tload of Managed Services (without selling your soul)" It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #MSPSalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing  #SalesTraining   

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    Episode 29 - Selling Cybersecurity Without Fear In The AI Era (w/ Guest: Dor Eisner)

    In Episode 29 of The MSP Sales Podcast, Brian Gillette sits down with Dor Eisner (CEO & Co-Founder of Guardz) for a grounded, myth-busting conversation about selling cybersecurity in an AI-shaped world. Too many MSPs feel pressured to become “cyber experts” overnight while many clients think cybersecurity is either too technical or too expensive to take seriously. Dor explains why both sides are looking at the problem the wrong way, and how MSPs can simplify, educate, and lead with confidence. Together, they explore: ➡️ Why MSPs overestimate how much clients want to know about cybersecurity ➡️ How AI is already reshaping threat landscapes ➡️ A practical path for MSPs who feel “outgunned” by the pace of innovation ➡️ Why selling cybersecurity is really about risk reduction ➡️ The common fears that stall customer decisions Whether you’re an MSP owner, vCISO, or someone trying to meaningfully add cybersecurity to your stack, this episode will help you communicate value more clearly, close deals more confidently, and protect clients more effectively.   _____________________________________________________ Have you heard the news about Brian's new book? "How To Sell a Sh*tload of Managed Services (without selling your soul)" It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #SalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing   

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    Episode 28 - Profitable Packaging: Fueling Predictable Growth (w/ Guest: Brian Hoppe)

    In Episode 28 of The MSP Sales Podcast, Brian Gillette sits down with Brian Hoppe (Strategic Advisor and Revenue Coach to MSPs) to unpack why pricing, packaging, and financial clarity shape the entire sales experience. Not through pressure, scripts, or gimmicks - but through alignment, transparency, and knowing your numbers. Together, they break down how the right packaging eliminates discounting, creates confidence in the sales process, and makes growth predictable instead of stressful. In this episode, you’ll learn: ➡️ How unclear packaging causes stalled deals and endless discounting ➡️ What finance numbers you must understand before you scale ➡️ The link between accountability, pricing, and recurring revenue ➡️ How your pricing model shapes your sales culture (for better or worse) ➡️ What good forecasting and predictable revenue look like inside an MSP This isn’t a conversation about “raising prices.” It’s a conversation about building a sales-ready business, one where your team can confidently sell, your clients know exactly what they’re paying for, and your growth becomes predictable instead of stressful.   _____________________________________________________ Did you catch the news about Brian's new book? "How To Sell a Sh*tload of Managed Services (without selling your soul)" It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #SalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing   

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    Episode 27 - Lead Generation for MSPs: What Actually Works

    In Episode 27 of The MSP Sales Podcast, Brian Gillette kicks off the new Lead Generation Series- a focused, no-nonsense deep dive into what actually works for MSPs looking to build a reliable pipeline. Don’t waste time on the gimmicks, shortcuts, and “one weird trick” advice floating around out there. This episode breaks down the fundamentals of consistent outbound lead generation - how to use calls, emails, and events in a repeatable, measurable way to drive sales conversations. Want to know what separates MSPs who get consistent leads from those who stay stuck in “feast or famine” mode? Learn; ➡️ The truth about why most outbound fails ➡️ How to balance short-term outreach with long-term brand building ➡️ What to measure (and what not to obsess over) If you’ve ever wondered why your lead gen feels unpredictable, this episode lays the foundation for this series. Because real growth doesn’t come from hacks. It comes from doing the right work, consistently. _____________________________________________________ "How To Sell a Sh*tload of Managed Services (without selling your soul)" <--- A new book now available at Amazon. Written by Brian Gillette, Founder of Feel-Good MSP and host of the MSP Sales Podcast - it’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now https://a.co/d/hJKoFxg Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #SalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing #MSPLeadGen #LeadGeneratio #LeadGen

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    Episode 26 - Lessons from Building, Selling, and Starting Over (w/ Guest: Colin Knox)

    What do you do after you’ve reached the top? You’ve achieved the dream - built the business, and made the exit. The pressure’s gone, and the question becomes - what now? In Episode 26 of The MSP Sales Podcast, Brian Gillette sits down with Colin Knox (Founder of Gradient MSP, Passportal, & MSPCentric) for a conversation that gets down to the realities of entrepreneurship — what drives us, what drains us, and what’s waiting on the other side of “making it.” Colin opens up about his own journey and shares hard-earned lessons from building, selling, and starting over — including: ➡️ Why chasing money rarely leads to fulfillment ➡️ How to define success beyond the spreadsheet ➡️ Why impact and purpose are stronger motivators than profit If you’ve ever wondered what separates “busy” from “fulfilled,” or what happens after the big win, this episode is the one. Because sometimes, the real work begins after you’ve already “made it.” _____________________________________________________ Did you catch the news about Brian's new book? "How To Sell a Sh*tload of Managed Services (without selling your soul)" It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com You can reach our guest Colin Knox on LinkedIn. #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #SalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing 

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    Episode 25 - Marketing Works. Yours Doesn’t. Here’s Why. (w/ Guest: Johnathan Schofield)

    Too many MSPs are still waiting for someone else to grow their business for them. In Episode 25 of The MSP Sales Podcast, Brian Gillette sits down with Johnathan “Skofi” Schofield, founder of FindMyITPartner.com, to unpack why so many MSPs feel stuck when it comes to growth. They break down why 77% of MSPs still rely on referrals, and what MPSs can do to start building trust on purpose instead of waiting for it to happen. They dig into the truth behind MSP marketing: ➡️ Why “marketing doesn’t work for MSPs” is a myth ➡️ How consistency beats complexity every time ➡️ Why referrals aren’t a growth strategy (and what to do instead) ➡️ How to manufacture trust before a prospect even talks to you This one’s a practical look at what it really takes to turn activity into traction. Because marketing works. Sales works. The only question is: are you working it? _____________________________________________________ Did you catch the news about Brian's new book? "How To Sell a Sh*tload of Managed Services (without selling your soul)" It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg Learn all about Feel-Good MSP and our end-to-end MSP sales training, growth and development program at: www.FeelGoodMSP.com #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #SalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing 

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    Episode 24 - Standing Out in a Sea of MSP Sameness (w/ Guest: Paul Green)

    In Episode 24 of The MSP Sales Podcast, Brian Gillette sits down with Paul Green — one of the most respected voices in the MSP community — to unpack why so much MSP marketing looks the same and how to finally break free. When every website, offer, and stock photo blends together, it’s harder than ever for prospects to tell you apart. Paul shares practical, battle-tested ways to brand yourself more authentically and make your marketing unmistakably yours: ➡️ Put your name and face front and center to build real trust ➡️ Create authentic content (even on a small budget) ➡️ Avoid “AI slop” - human stories always beat generic copy ➡️ Build charisma and confidence, even if you’re introverted If your campaigns feel invisible or prospects ghost you after the first touch, this episode will show you how to stand out, connect more deeply and become the MSP people actually remember. _____________________________________________________ Did you catch the news about Brian's new book? "How To Sell a Sh*tload of Managed Services (without selling your soul)" It’s your roadmap to build repeatable growth, higher margins, and stronger client relationships without compromising values. Get it now at Amazon.com https://a.co/d/hJKoFxg www.FeelGoodMSP.com #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #SalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #MSPMarketing   

  20. 24

    Episode 23 - How One MSP Owner’s Sales Shift Grew $70K in MRR (w/ Guest: Craig Bell)

    What happens when an MSP owner stops chasing leads and starts shifting how they sell? In Episode 23 of The MSP Sales Podcast, Craig Bell joins Brian Gillette to share the sales shift that added $70K in monthly recurring revenue. This isn’t theory - it’s a real-world story about overcoming stalled deals, reframing the sales process, and finally gaining traction. Together, Brian and Craig unpack: ✅ Why more leads don’t always mean more sales ✅ The mindset shifts MSP owners need to close with confidence ✅ How training, coaching, and process changes can accelerate growth ✅ The practical steps that turned sales from stressful to sustainable If you’ve ever felt stuck chasing the wrong leads, struggling to move deals forward, or doubting your ability to sell, this conversation is for you. Tune in and learn how to rebuild your MSP sales process from the ground up. _____________________________________________________ Rebuild your MSP sales process from the ground up with www.FeelGoodMSP.com #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #SalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth  

  21. 23

    Episode 22 - How MSPs Build Sales Confidence (w/ Guest: Brian Doyle)

    Fear and uncertainty hold back more MSP sales opportunities than most owners realize. You land the meeting, deliver the proposal, or finally get that chance you’ve been waiting for — and then doubt creeps in. The truth is, confidence isn’t something you’re born with. It’s something you build. In Episode 22 of The MSP Sales Podcast, Brian Gillette sits down with Brian Doyle to unpack how imposter syndrome shows up in MSP sales — and how to move past it. They reveal why mindset, preparation, and process are the antidotes to hesitation, and how MSPs can turn self-doubt into steady confidence. You’ll discover: ✅ How reframing sales as helping changes everything ✅ Why process, preparation, and practice eliminate fear ✅ Practical ways MSPs can build lasting confidence If sales still feels uncomfortable, this episode is your playbook for breaking free from imposter syndrome - and winning with confidence. _____________________________________________________ Your next level of MSP sales starts at www.FeelGoodMSP.com Learn more about vCIO Toolbox at https://vciotoolbox.com #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #SalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth #vCIO  

  22. 22

    Episode 21 - Chaos to Clarity: Streamlining MSP Operations for Growth (w/ Guest: Ash Welsh)

    Most MSPs focus on features, integrations, and the latest tools — but miss the bigger picture. In Episode 21 of The MSP Sales Podcast, Ash Welsh (Quoter team at Scalepad) joins Brian Gillette to talk about operational maturity, change management, and why simplifying your processes might be the best growth move you can make. Ash urges MSP leaders and team members alike to adopt a “business consultant” mindset: ✅ Evaluate tools for accessibility and usability, not just technical specs ✅ Anticipate change management needs during staff turnover ✅ Streamline and simplify processes so they’re easy to understand and communicate Whether you’re the CEO or a frontline team member, the ability to think critically about how you work — and how you can do it better — will directly impact your efficiency, profitability, and client experience. This episode offers actionable ideas you can put into practice right away. _____________________________________________________ Learn to rebuild your MSP sales process from the ground up at www.FeelGoodMSP.com Learn more about Quoter at https://www.scalepad.com/quoter/ #MSP #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #SalesTraining #SalesProcess #BusinessStrategy #BusinessGrowth

  23. 21

    Episode 20 - The Sales Fixation That’s Failing MSPs (w/ Guest: Wes Spencer)

    What if the real sales differentiator isn’t what you say, but how human you are when you say it? In Episode 20 of The MSP Sales Podcast, Brian Gillette sits down with Wes Spencer, co-founder of Empath MSP and one of the most respected voices in the industry. This isn’t your typical sales talk. Instead, Wes and Brian explore what it really takes to connect in today’s MSP landscape: emotional intelligence, human-first leadership, and the courage to ditch old playbooks. They unpack why so many IT providers struggle with growth, not because they lack tools or tactics, but because they’ve never been taught how to sell as themselves. Wes shares candid stories from his own journey as a founder and leader, and lays out a better path for MSPs who want more than temporary gains. If you’ve ever felt uncomfortable in sales, struggled to connect with prospects, or just want to build a business that feels good and grows sustainably, this one’s for you.   ----------------- 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 #MSPSales #ManagedServices #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #SalesTraining #EmailMarketing #EmailStrategy #MSPMarketing 

  24. 20

    Episode 19 - Cold Outreach That Actually Works (w/ Guest: James Milsom)

    Most MSPs fail at cold outreach. Not because it doesn’t work, but because they treat it like mass marketing. In Episode 19 of The MSP Sales Podcast, James Milsom of Hunter.io joins Brian Gillette for a deep dive into what actually works in cold email - and what MSPs keep getting wrong. Backed by data from over 11 million emails, James shares hard-earned insights on deliverability, subject lines, personalization, and how to build trust from the very first message. Learn: Why personalization isn’t optional anymore What subject lines actually earn opens How to avoid spam folders and show up with value Whether you’re sending outreach yourself or guiding your team, this episode will help you stop guessing and start improving.   ----------------- 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 #MSPSales #ManagedServices  #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #SalesTraining #ColdOutreach #EmailMarketing #ColdEmail #ColdCalling 

  25. 19

    Episode 18 - Stop Killing Your Own Opportunities

    Leads ignored. Quotes delayed. Opportunities ghosted. In Episode 18 of The MSP Sales Podcast, Brian Gillette unpacks the quiet, often unconscious ways MSPs sabotage their own growth. It’s not about bad leads or weak marketing-  it’s about hesitation, avoidance, and inconsistent execution at the time that it matters the most. Whether it's pushing off sales follow-up, failing to respond in time, or delivering quotes that are missing clarity, these habits chip away at prospect trust and kill your sales momentum. And most MSP owners don’t even realize they’re doing it. This episode isn’t about blame - it’s about awareness. Once you can see the pattern, you can change it, and then everything can shift. ----------------- 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 #MSPSales #ManagedServices  #ManagedServiceProvider #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #ITConsulting #SalesTraining 

  26. 18

    Episode 17 - Stop Winging It, Start Winning (w/ Guest: Mike Fielstra)

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

  27. 17

    Episode 16 - The Only Way Out Is Through

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

  28. 16

    Episode 15 - From Tech Geek to Trusted Seller (w/ Guest: Nigel Moore)

    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

  29. 15

    Episode 14 - Rebuilding the Business You Actually Want to Run (w/ Guest: Michael Bakaic)

    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 sits down with Brian Gillette and 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 . #MSPSales #ManagedServices #MSPMarketing #TechSales #MSPCommunity #ITServices #ManagedIT #CloudServices #MSPServices #ITConsulting #MSPBusiness #ITSupport #TechSupport #CyberSecurity

  30. 14

    Episode 13 - The Truth About Leads and Growth (w/ Guest: Nate Freedman)

    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 )  

  31. 13

    Episode 12 - Authentic MSP Marketing in a Skeptical Market (w/ Guest: Katie Vreeland)

    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 )  

  32. 12

    Episode 11 - SaaS vs. MSP Sales: What Works and What Doesn’t (w/ Guest: Tanner Cookson)

    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   

  33. 11

    Episode 10 - Fixing MSP Sales: A Forensic Approach (w/ Guest: Jeffrey Newton)

    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. )  

  34. 10

    Episode 9 - Stop Being a Commodity (w/ Guest: Alex Farling)

    Are you tired of drifting along in a sea of sameness? In this episode of The MSP Sales Podcast, Brian Gillette sits down with Alex Farling to talk about one of the biggest challenges in the managed services industry - standing out in a crowded market. This episode breaks down how MSPs may unknowingly commoditize themselves, and struggle to communicate their unique value. From refining your sales process to creating deeper client relationships, Alex shares hard-hitting insights that can steer your MSP away from being “just another provider” and build some true differentiation. What steps are you really taking to separate your MSP from the competition? Listen in and start enacting some change starting today. ----------------- 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  ( Alex can be reached on LinkedIn as "Alex Farling" or through the Empath MSP website.)

  35. 9

    Episode 8 - Why Marketing Should Start with Strategy (w/ Guest: Tim Fitzpatrick)

    In this episode of 'The MSP Sales Podcast,' host Brian Gillette sits down with Tim Fitzpatrick of Rialto Marketing to uncover the critical overlap between sales and marketing for MSPs. They look at why many MSPs struggle with lead generation and the importance of setting a clear strategy before diving into marketing initiatives.  Tim shares his insights on how to verticalize your services, build trust through targeted messaging, and ensure long-term business success.  Are your marketing efforts correctly aligned with your sales goals? Could your messaging be clearer and more targeted? This episode is packed with strategies to help you succeed! ----------------- 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  ( Tim can be reached on LinkedIn as "Tim P. Fitzpatrick" or through the RialtoMarketing.com website.)

  36. 8

    Episode 7 - Keys to MSP Sales Team Success (w/ Guest: Casey Seaborn)

    In this episode of The MSP Sales Podcast, Brian Gillette chats with Casey Seaborne about how MSPs can transform their MSP sales teams success and scalability. Casey shares actionable insights on why sales processes often fail, the role of emotional intelligence (EQ) in sales success, and the steps MSP owners need to take to support their sales teams effectively. Casey explains how simplifying offerings, standardizing processes, and focusing on outcomes rather than just features can create a more powerful sales approach. If you’re an MSP owner or sales leader, this episode will give you practical tips for taking your sales game to the next level. Learn to empower your team, refine your sales pitch, and attract the right clients. ----------------- 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. ( MSPs who want more clarity in their finances, more actionable financial data, accounting, and tax advisory can speak to Casey directly at Stride Services. 440-251-7783 ) . #MSP #ManagedServices #ManagedServiceProvider #SalesStrategy #SalesTips #MSPSalesTraining #ITServices #MSPCommunity #ITConsulting

  37. 7

    Episode 6 - Do It Right, Do It Well, Do It Over: Scale An MSP Sales Team (w/ Guest: John Davenjay)

    Want to scale your MSP? Join Brian Gillette and John Davenjay of Bowman Williams as they discuss the secrets of how to hire right and staff your MSP both successfully and effectively. With lessons drawn from John’s inspiring journey - this episode is packed with practical advice to help you take your business to the next level. John shares how grit and determination helped shape his career, battling through challenges as an entrepreneur and learning how to replicate success. Whether you’re struggling to make your first sales hire or wondering how to build an effective playbook for scaling your team, this episode offers real-world strategies to help you achieve efficient and lasting growth. Take a listen and walk away with a few great ideas for expanding your own sales team. ----------------- 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 #Staffing #Scaling

  38. 6

    Episode 5 - Transactional to Transformational Opportunities (w/ Guest: Kevin Clune)

    Opportunities don’t always come gift-wrapped - and MSPs who learn to spot them win out. In this episode of The MSP Sales Podcast, Brian Gillette sits down with Kevin Clune of MSP Growth Hacks ( https://www.MSPGrowthHacks.com ) to explore how to transform transactional thinking into meaningful, long-term partnerships. From creating value in unexpected ways to leveraging client relationships for referral growth, this conversation is packed with real-world stories and actionable advice. Learn how to recognize opportunities others overlook, position yourself as the go-to expert in your industry, and build a network of influence that pays dividends. Tune in, and let's explore what it takes to be truly exceptional in MSP sales. ----------------- 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   

  39. 5

    Episode 4 - Good, Great, or the Best?

    In this episode of the Feel-Good MSP Podcast, Brian Gillette challenges you to think deeply about your career aspirations. Do you want to be good, great, or the best in your field? Brian breaks down the pros, cons, and hard truths of each level and what it takes to reach the top. Using real-world sales examples, we explore how good salespeople achieve their goals, build reputations over time, and strike a balance between work and life. But is that enough to push your MSP to the next level?  What does it mean to be the best. The journey to being the best isn’t for everyone. But if it’s your goal, you’ll learn how singular focus, self-discipline, and consistency can elevate your game. This episode might challenge your thinking if you’ve ever questioned where you stand or how to reach that next level. Tune in, and let's explore what it takes to be truly exceptional in MSP sales. ----------------- 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 

  40. 4

    Episode 3 - Helpful vs. Hurtful: Crafting MSP Marketing Content (w/ Guest: Taher Hamid)

    In this episode of the MSP Sales Podcast, Brian Gillette is joined by Taher Hamid of MSP Camp to discuss how Managed Service Providers can leverage specific types of marketing content to attract leads, build trust, and close more deals. We'll explore the role of content in MSP growth, from building brand authority to creating engaging sales narratives that convert. Stay at the edge of change in the MSP sales world by subscribing to our brand-new Podcast 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 #MSPSalesTraining #MSPSalesCoaching 

  41. 3

    Episode 2 - When MSP Sales Training Falls Short (w/ Guest: Robert Gillette)

    In our second episode of The MSP Sales Podcast, your host Brian Gillette, and special guest Robert Gillette (MSP Dojo) explore the reasons why sales training often fails for Managed Service Providers. Together they discuss the various factors that affect the effectiveness of sales training, and how your MSP can step up to face the change and discomfort that often come right alongside sales growth. More than just the latest sales technique - this episode examines how discipline and perseverance generate real-world results. Stay at the edge of change in the MSP sales world by subscribing to our brand-new Podcast 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 #MSPSalesTraining #MSPSalesCoaching 

  42. 2

    Episode 1 - Shifting the MSP Sales Mindset

    In our first episode of The MSP Sales Podcast, your host Brian Gillette dives into the discomfort many business owners feel about selling managed IT services. We explore why selling managed services can feel unnatural and why it seems like prospects are becoming more difficult to reach and trust harder to establish. How does the "Adversarial Sales Complex" impact both buyers and sellers? Brian explains this phenomenon and how you can shift to a win-win-win approach that transforms the sales process. Stay at the edge of change in the MSP sales world by subscribing to our brand new Podcast 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 #MSPSalesTraining #MSPSalesCoaching 

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ABOUT THIS SHOW

The MSP Sales Podcast digs into the philosophy, strategy, sales training, and techniques that allow a managed service provider to meet their maximum sales potential. For managed service providers who want to scale, we’ll discuss the critical systems that must be in place for every MSP to succeed. We’ll be joined by industry specialists in the IT industry to offer their expert insights. Hosted by Brian Gillette, his own unique and proven empathy-driven sales philosophy has helped generate millions of dollars in revenue for IT providers who deliver managed services including network security, backup, monitoring, compliance, and more.

HOSTED BY

Brian Gillette

CATEGORIES

Frequently Asked Questions

How many episodes does The MSP Sales Podcast have?

The MSP Sales Podcast currently has 42 episodes available on PodParley. New episodes are automatically indexed when they're published to the podcast feed.

What is The MSP Sales Podcast about?

The MSP Sales Podcast digs into the philosophy, strategy, sales training, and techniques that allow a managed service provider to meet their maximum sales potential. For managed service providers who want to scale, we’ll discuss the critical systems that must be in place for every MSP to succeed....

How often does The MSP Sales Podcast release new episodes?

The MSP Sales Podcast has 42 episodes. Check the episode list to see recent publication dates and frequency.

Where can I listen to The MSP Sales Podcast?

You can listen to The MSP Sales Podcast on PodParley by clicking any episode. We provide an embedded audio player for direct listening, and you can also subscribe via your preferred podcast app using the RSS feed.

Who hosts The MSP Sales Podcast?

The MSP Sales Podcast is created and hosted by Brian Gillette.
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