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MSP To The Future
MSP To The Future
Author: Jeanne DeWitt
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© Jeanne DeWitt
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Great Scott! Another MSP Podcast?
Welcome to MSP To The Future, hosted by 38-year tech experts Jeanne DeWitt and David Hood! Join us each week as we share insights and guidance from building a successful 7 figure MSP to help your MSP grow and thrive.
We'll have insights into recommended marketing strategies, service offerings and more; plus, learn from the Cloud Guy himself, David Hood, where he shares his technology expertise in our segment Cloud Conversations.
Where we're going, we don't need servers... subscribe and blast off to a successful future for your MSP!
Welcome to MSP To The Future, hosted by 38-year tech experts Jeanne DeWitt and David Hood! Join us each week as we share insights and guidance from building a successful 7 figure MSP to help your MSP grow and thrive.
We'll have insights into recommended marketing strategies, service offerings and more; plus, learn from the Cloud Guy himself, David Hood, where he shares his technology expertise in our segment Cloud Conversations.
Where we're going, we don't need servers... subscribe and blast off to a successful future for your MSP!
109 Episodes
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How many proposals are sitting in your Sent folder right now that never turned into clients?Be honest.If you’re frustrated with prospects ghosting you…If you’re tired of hearing, “We’re reviewing options”…If you feel like you’re working harder than the buyer is…This episode is going to hit home.After building a seven-figure MSP, I can tell you this with confidence:Most deals don’t fall apart at the proposal stage.They were never qualified in the first place.And the reason MSPs chase?Because they mistake interest for commitment.In this episode, I’m breaking down the shift that changes everything how to slow down your sales process, ask better questions, and stop giving proposals to people who haven’t earned them.Because not every lead deserves your time.And the smartest MSPs know exactly how to tell the difference.Hit play — and let’s take your MSP to the future.
Every MSP has heard it.You’ve had the meeting.The conversation is going well.They understand the risks.They even agree with your recommendations.And then it happens.They lean back and say…“We just don’t have budget for that right now.”For most MSPs, that’s where the deal quietly dies.But here’s the part almost nobody realizes — that moment isn’t the end of the conversation.It’s the moment that reveals whether you’re leading the sale… or reacting to it.In this episode, I’m going to challenge the way most MSPs think about the “no budget” objection — and why the response in that moment often determines whether the deal moves forward or disappears.If you’ve ever walked away from a prospect wondering what just happened… this one is for you.Hit play — and let’s take your MSP to the future.
This week on MSP To The Future, I want you to think about something most MSP owners never stop to question…Why does growth feel hard—even when you’re doing all the “right” things?Same tools.Same strategies.Same effort.Yet some MSPs move forward—and others feel like they’re stuck spinning their wheels.After nearly 40 years of building MSPs, I’ve learned this:the difference isn’t always systems, sales, or strategy.It’s something far more invisible—and far more powerful.Inspired by a book from Jon Gordon, this episode dives into what actually drives momentum inside an MSP—without turning into fluff or motivation nonsense.If you’ve ever felt drained, stuck, or like your business is heavier than it should be…Hit play.And let’s take your MSP to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!
Most MSPs don’t have a lead problem.They have a voicemail problem.If your calls go straight to voicemail — and no one ever calls you back — this episode is for you.In this week’s episode of MSP To The Future, I’m breaking down why most MSP voicemails get ignored… and how one simple shift in what you say (and how you say it) can completely change the response you get.No scripts that make you sound salesy.No long explanations.No overthinking.Just a proven way to leave voicemails that earn callbacks and start real conversations.If you’re tired of calling, leaving messages, and hearing nothing back…Hit play.And let’s take your MSP to the future.
This week on MSP To The Future, I’m sharing something I’ve noticed after 40 years of running, growing, and studying MSPs — something surprisingly consistent among the ones who break seven figures and stay there.It’s not a bigger team.It’s not a better tech stack.And it’s definitely not working more hours.It’s something much smaller… and much easier to overlook.In fact, most MSPs dismiss it entirely — and that’s exactly why they stay stuck.If you’ve ever felt like you’re pushing hard but not moving fast enough…or you’re constantly trying to fix everything all at once…this episode is going to shift how you think about growth.Because real momentum doesn’t come from dramatic leaps.It comes from a habit so simple, most MSPs never take it seriously — and yet it changes everything.Curious?You should be.Hit play — and let’s take your MSP to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!
This week on MSP To The Future, we’re tackling one little phrase that quietly kills more MSP deals than pricing, competition, or even bad selling…and most owners don’t realize what it actually means.If you’ve ever walked away from a great sales call wondering why the prospect suddenly stalled… or why promising opportunities fade into endless “follow-ups”… this episode is going to hit home.Because “Let me think about it” isn’t what you think it is.Not even close.In fact, once you understand the real message behind those six words, your entire approach to sales — and your close rate — will change almost overnight.Curious?Good.Hit play…and let’s take your MSP to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!
This week on MSP To The Future, I’m joined by branding mastermind Steven Badorf with MSP Camp, and together we’re digging into the branding do’s and don’ts MSPs absolutely need to know.Steven and I get real about why so many MSPs blend in, what actually makes a brand memorable, and why a little humor might be the most underused tool in MSP marketing. We swap stories, share a few laughs, and talk about the small shifts that can completely change how prospects see you.If you’ve ever wondered whether your branding is helping you stand out — or holding you back…Hit play.And let’s take your MSP to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!
This week on MSP To The Future, we’re digging into one of the biggest hidden barriers to MSP growth — call reluctance.Not the scripts.Not the objections.Not the tactics.But the real reason so many MSP owners avoid the one activity that actually builds a pipeline.After 40 years in this industry — and many years of successfully cold calling myself — I’ve learned that call reluctance has nothing to do with talent… and everything to do with momentum.In this episode, I’m sharing the mindset shift that turns calling from dread to confidence, the warm-up routine that makes dialing ten times easier, and the one small action that breaks the fear cycle instantly.If you’ve been putting off the uncomfortable work… if your pipeline feels lighter than it should… or if calling has always felt heavier than it needs to…Hit play and let’s take your MSP to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!
There’s a hidden skill behind every seven-figure MSP — and most owners don’t even realize they’re missing it.In today’s episode, we’re breaking down the quiet advantage that top performers use to grow faster, sell more confidently, and build momentum that doesn’t fade.If you’re ready to find out what really separates the MSPs who scale from the ones who spin their wheels… hit play, and let’s take your MSP to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!
This week on MSP To The Future, we’re kicking off the new year — and celebrating Episode 100 — by exploring one idea that Mark Cuban, Arlin Sorensen, Tony Robbins and The Cloud Guy all agree on…yet most MSPs overlook completely.It’s the one factor that determines how far your business grows, how fast you scale, and how much freedom you actually gain from the work you’re doing.And it’s the one thing an MSP can never own.In this milestone episode, the Cloud Guy and I dig into why so many owners feel stretched thin, why their progress doesn’t match their effort, and what changes everything once you finally understand this principle.If you’ve ever felt stuck, overwhelmed, or like you’re running out of something you can’t replenish…Hit play and let’s take your MSP to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!
This week on MSP To The Future, I’m stepping away from the tactics and the tech to share something we don’t talk about enough — especially in the middle of year-end chaos.Because while you're juggling projects, shopping lists, and client emergencies… there’s something else happening all around you.Something most MSPs miss entirely.And no — it’s not a sales strategy, a marketing trick, or a cloud tip.It’s a shift.A perspective.A gift that, once you notice it, changes how you lead, how you work, and how you show up every single day — not just during the holidays.If you’re feeling stretched thin, rushing through December, or just trying to make it to the finish line…this episode is the pause your brain didn’t know it needed.Hit play, take a breath, and let’s take your MSP — and your life — to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!
Most MSPs think sales is hard because they need better scripts, better closers, or a better follow-up process.But what if the real reason sales feels like a grind has nothing to do with your sales skills at all?In today’s episode of MSP To The Future, I’m breaking down the single biggest factor that separates MSPs who struggle to close… from MSPs who walk into sales calls where the prospect is already halfway sold.This is the same shift that completely transformed my own seven-figure MSP — the shift that took us from chasing clients to attracting the right ones, at the right price, without the endless back-and-forth.And here’s the kicker: most MSPs are ignoring this part of their business entirely.If you’ve been feeling stuck, stalled, or worn out trying to sell your services, this episode is going to flip the way you think about MSP sales on its head.Hit play — and let’s take your MSP to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!
If you think you can wait until you’re “ready” to sell your MSP, think again. In today’s episode of MSP To The Future, I’m sharing the exact strategies that helped us build a strong, scalable MSP — the same strategies buyers look for long before you ever think about exiting.We’re talking valuations, the numbers that matter, the mistakes that kill deals, and the simple daily disciplines that turn your MSP into a business worth buying.If you want to sell big later, you’ve got to start building differently today.Hit play, and let’s take your MSP to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!
If you’ve ever wondered why great leads go cold… or why busy decision makers keep dragging their feet… this episode is going to change how you sell forever.This week on MSP To The Future, I’m breaking down one of the most practical sales frameworks I’ve ever adapted specifically for MSPs: SNAP Selling by Jill Konrath.You’ll learn how to simplify your messaging so busy prospects actually respond, how to become the most invaluable person in their inbox, and how to create tiny “micro-moments” that get callbacks even when a buyer is swamped.If you want to shorten your sales cycle, wake up stalled deals, and make your MSP the easiest vendor to say yes to…Hit play — and let’s take your MSP to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!
If you’ve ever wondered why some MSPs build long-term, consistent success… while others stay stuck in the same place year after year… then this episode is going to hit home.I’m breaking down the 10 Principles of Sustained Success — not the fluffy, motivational kind, but the real-world, MSP-tested version that determines whether you grow, stall, or burn out.These are principles I read years ago from Guthrie Chamberlain — and the longer I’ve been in this industry, the more I believe every word. Today, I’m translating them into the no-BS, business-owner reality MSPs live every single day.If you’re ready to stop playing small, take control of your growth, and build an MSP that gives you freedom instead of stress…Hit play, dive in, and let’s take your MSP to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!
If you think your biggest sales problem is leads or pricing… think again.In this week’s episode of MSP To The Future, I’m unpacking one of my favorite sales books — “The Only Sales Guide You’ll Ever Need” by Anthony Iannarino — and how the right mindset can completely change how you sell and grow.You’ll learn the daily disciplines that quietly built my own seven-figure MSP — and a simple 15-minute morning routine to keep revenue moving every single day.If you’re ready to stop chasing deals and start closing them with confidence —hit play and let’s take your MSP to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!
If I had a dollar for every time a gatekeeper told me “We’re fine,”I could’ve retired before my first cloud migration!In this week’s episode of MSP To The Future, we’re tackling one of the biggest frustrations in MSP sales — getting past the gatekeeper.I’ll share what really works — the words, tone, and strategy that turn “Can I help you?” into “Let me put you through.”And I’ll even show you a few creative ways to get invited in before you ever pick up the phone.So if you’re tired of hearing “We’re fine,” and ready to start hearing “Sure, I’ll connect you,” — this episode is for you.Hit play, take notes, and let’s take your MSP to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!
One night I looked around my office buried in proposals, marketing materials, tickets, and emails and thought, “I built this business to give me freedom… so why am I still chained to it?”If you’ve ever felt that way, you’re stuck in The MSP Owner’s Sales Trap too busy to sell, too broke to hire help, and wondering what it’ll take to finally scale.In this week’s episode of MSP To The Future, I’ll show you how to break free, build systems that sell, and finally get your time and your life back.So tune in… and let’s take your MSP to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!
Ever notice how we MSPs love to overcomplicate things?A ticket comes in, and suddenly we’re hunting for some rare, exotic issue when it usually ends up being a loose cable or a bad password.In this week’s episode of MSP To The Future, we’re talking about why the simplest answer is almost always the right one and how you can use that same mindset to sell more, lead better, and stop drowning in busywork.I’ll show you how to spot the “zebras” that are slowing down your business and how to focus on the horses that actually make you money.Because success doesn’t come from adding more complexity it comes from simplifying what already works.So tune in, think horses not zebras, and let’s take your MSP to the future!
You’ve been doing everything the gurus say posting, emailing, networking but the leads still aren’t coming.What if the real problem isn’t your marketing… but your definition of it?In this episode, I reveal the truth about MSP marketing and it’s more than you think.Hit play and let’s take your MSP to the future.Thank you for being an engaged member of the MSP To The Future audience! Fill out a quick form on this page and download an E-Book of your choice from our Content Catalog: The MSP To The Future Library | Cloud Services For MSPsIf you are an MSP or IT Service Provider and have a prospect or customer that needs cloud, let's talk. Click here to schedule a time.Join our Cloud Academy, our completely free content suite designed to help you increase your MRR!Finally, subscribe to MSP To The Future so that you don't miss a single episode. While you're at it, won't you take a moment to write a short review and rate our show? It would be greatly appreciated!





