Jeanne DeWitt
MSP To The Future
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!
Author
Jeanne DeWitt
Category
Podcast website
Latest episode
Jul 6, 2026
Where to listen?
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Episodes
Get a Grip On Your MSP 30.06.2025 20:34
If your business feels like it’s running you instead of the other way around — this episode is your wake-up call . I’m breaking down the real reason most MSPs stay stuck, spinning their wheels with no clear direction, no real data, and no traction. We’re pulling lessons straight from the book Get a Grip and showing you how we used this system to take control of our MSP, scale smarter with cloud ,...
Wedge and Win: How Top MSPs Turn Doubt into Deals 23.06.2025 17:12
Most MSPs lose deals not because they’re bad at sales — but because they’re too afraid to ask the one question that flips the entire conversation. In this episode of MSP To The Future , I’m showing you how top MSPs use The Wedge to turn polite “we’re happy with our IT” conversations into signed deals. No pitching. No pressure. Just a dead-simple method to plant doubt, expose cracks, and quietly...
Famous in Your Zip Code: How to Become the Go-To MSP Everyone Knows (and Buys From) 16.06.2025 16:44
You don’t need a billboard. You don’t need a Super Bowl ad. You just need to be famous in your zip code. In this episode of MSP To The Future, I’m showing you how to engineer local celebrity status —so when a business needs IT help, you’re the first name they think of. We’re talking smart visibility, strategic outreach, and bold marketing moves your competitors are too timid to try. If you’re read...
The Real Cost of Weak Marketing (And Why It’s Killing Your MSP Growth) 09.06.2025 20:52
You can be the smartest MSP in your market, but if your marketing is weak, none of it matters. You’ll keep attracting cheap clients, losing deals to less qualified competitors, and wondering why your pipeline’s bone dry. In this episode of MSP To The Future, I’m exposing the real cost of weak marketing —and it’s higher than you think. I’ll show you how invisible, inconsistent messaging is quietly...
The Brutal Truth About Burnout: Why Your MSP Feels Like a Prison—and How to Escape It 02.06.2025 16:58
Are you the hardest-working person in your MSP— but still feel like you’re getting nowhere? You’re not broken. But your business model might be. In this episode of MSP To The Future, I’m pulling back the curtain on a problem no one wants to admit— burnout . I’ll show you why your MSP feels like a prison cell you accidentally built around yourself… Why working more hours won’t fix it… And how smart...
Why Some MSPs Succeed and Others Don’t: The Power of Starting Before You’re Ready 26.05.2025 13:58
Still waiting for the “right time” to launch that new offer? Build that cloud package? Pitch that vertical? While you’re getting ready… someone else already launched. In this episode, I reveal the one mindset shift that separates MSPs who scale fast from the ones still stuck “getting ready.” It’s not talent. It’s not tools. It’s called the Corridor Principle—and it’s how we built a seven-figure...
Stop Leaving Money on the Table: How Smart MSPs Sell More to Clients They Already Have 19.05.2025 23:56
If you think growing your MSP means chasing more leads , think again. In this episode, I’m pulling back the curtain on one of the most overlooked strategies in our industry: how to uncover hidden revenue sitting in your client list right now. I’ll show you exactly how we doubled our MRR without adding a single new client—just by upselling the right services the right way. No fluff. No pushy sale...
They Laughed When We Mailed a LEGO…Until We Closed the Deal. 12.05.2025 16:11
Think direct mail is dead? Think again. In this episode, I reveal how we used lumpy mail, bold postcards, and a little creativity to land five-figure cloud clients— without a single cold call . From sending toy floaties to stress balls that closed deals, I’ll walk you through real campaigns that broke through the noise and filled our calendar. If you’re tired of inbox invisibility, this is your wa...
Shock, Awe, and Closed Deals: The MSP Strategy No One’s Using (But Should Be) 05.05.2025 19:55
If you're still pitching like every other MSP … you're already losing. In this episode, I break down one of the simplest, most powerful strategies we ever used to land bigger clients, faster . It’s bold. It’s unexpected. And no— most MSPs aren’t doing it . Want to stand out and get the deal before your competitors even show up? This is your playbook. Thank you for being an engaged member o...
The MSP’s Guide to Creating a Killer Elevator Pitch (That Actually Works!) 28.04.2025 12:17
Great Scott! Are you still telling people you 'do IT support' ? It’s time to supercharge your MSP pitch and hit 88 mph! In this episode, we’re going back to the basics—and then into the future—with a killer 3-step formula for creating an elevator pitch that actually opens doors and closes deals. Whether you're at a networking event or a prospect call , this episode will help you dit...
Why Most MSPs Waste Time Networking (And How to Turn It into Real Revenue) 21.04.2025 16:43
Ever leave a networking event with a pocket full of business cards and no real leads? We’ve been there. But after years of building a 7-figure MSP, we figured out how to turn small talk into real sales — without pitching, pushing, or wasting time. In this episode of MSP To The Future, we break down the exact strategies that helped us turn casual conversations into long-term clients. You’ll learn t...
Cold Calls Are Quietly Crushing It (And Most MSPs Have No Clue) 14.04.2025 15:46
Think cold calling doesn’t work anymore? That’s what most MSPs think — and that’s exactly why it’s working so well for the ones doing it right. In this episode, we share how we used cold calls to consistently book discovery calls, grow revenue, and build a 7-figure MSP — without sounding salesy or scripted. Tune in to learn what most MSPs get wrong, how to open a call with curiosity (not a pitch),...
Why, Why, Why, Why, Why? A Method to Win More MSP Clients 07.04.2025 10:28
Ever feel like prospects just don’t get why they need your MSP? Maybe you’re not asking the right questions! In this episode, we’re unlocking The 5 Whys Technique —a simple but powerful way to dig deep into client pain points, uncover what’s really holding them back, and position your MSP as the perfect solution. Tune in to learn how asking “why” (again and again) can turn lukewarm leads into l...
Is Social Media a Goldmine or a Time-Suck for MSPs? 31.03.2025 15:33
Is social media a goldmine for MSPs or just a giant time-suck? In this episode of MSP To The Future, I’m pulling back the curtain on MSP Social Media Secrets —the strategies that actually attract leads (and the ones that are a total waste of time). Want to know which platform brings in decision-makers? How to craft posts that get real engagement? If you’re tired of shouting into the void and rea...
Fanatical Prospecting for MSPs: The Secret to Filling Your Pipeline and Closing More Deals! 24.03.2025 14:48
Is your MSP’s sales pipeline running on empty ? Then it’s time to get fanatical about prospecting! In this episode of MSP to the Future, I’m breaking down game-changing lessons from Jeb Blount’s book Fanatical Prospecting and showing you how to fill your pipeline with the right prospects—ones who actually want (and can afford) your services. I’ll share how we used these strategies to scale our MSP...
How Coca-Cola’s Marketing Strategies Can Supercharge Your MSP Growth 17.03.2025 13:39
What can an MSP possibly learn from Coca-Cola? More than you think! In this episode of MSP To The Future, I’m breaking down the billion-dollar marketing strategies that made Coca-Cola a household name—and how you can use the same tactics to dominate your local MSP market. From emotional storytelling to brand consistency, we’re diving into game-changing lessons that can help you attract more client...
Unlocking the Secret to Consistent MSP Appointment Setting with Melanie McCaleb 10.03.2025 44:18
Are you tired of chasing leads that go nowhere? Struggling to get prospects to actually schedule a call? Well, today’s episode of MSP To The Future is here to change that! I’m sitting down with Melanie McCaleb , CEO of Contact Science , a company that has mastered the art (and science) of appointment setting for MSPs. With a career that started in finance, a passion for technology, and the ex...
The Employees That Will Sink Your MSP (And How to Spot Them Before It’s Too Late) 03.03.2025 10:01
In this episode of MSP to the Future, we’re talking about the one thing that could ruin your MSP: the wrong employees ! From troublemakers to the ones who just aren’t a good fit, I’m breaking down how to spot those red flags before they drag your business down. Learn the tricks and tactics we used to avoid costly mistakes and build a winning team . If you’re ready to stop sinking and start sailing...
The MSP Bottleneck: How Owners Sabotage Their Own Growth 24.02.2025 16:14
After 40 years in the MSP space, we’ve seen the same painful pattern—MSP owners unknowingly sabotaging their own growth. One of the top questions I get is, "How did you scale to a seven-figure MSP?" The answer? It wasn’t just about better tech or more clients—it was about getting out of our own way . In this episode, I’m exposing the hidden growth traps MSPs fall into, the mindset shi...
The Ethical Art of Winning Over Your Competitor’s Unhappy Clients (Without Being Pushy or Shady) 17.02.2025 17:14
Frustrated clients are out there—sticking with an MSP they don't like. Want to ethically win them over? In this episode of MSP to the Future , I reveal how to spot businesses ready for a switch, position yourself as the expert they trust, and make the transition easy. No pushy sales tactics or poaching —just smart strategies from our 40 years of building a seven-figure MSP with cloud. Hit...
The Psychology of IT Sales: Why Clients Buy (or Don’t) 10.02.2025 11:21
Ever feel like you’re saying all the right things in a sales call, but the prospect still doesn’t buy? It’s not your pricing or your services—it’s their brain! In this episode of MSP to the Future, I’m diving into the hidden psychological triggers that make (or break) IT sales. From trust barriers to decision fatigue, I’ll break down what’s really going on in your prospect’s mind and how to use it...
The BANT Secret: How To Close More Deals with Less Effort 03.02.2025 14:26
MSPs keep asking us, "How did you transition so many customers to the cloud and grow a seven-figure MSP?" Well, today, we’re pulling back the curtain on The BANT Secret —the simple yet powerful formula we used to stop chasing dead leads and start closing high-value cloud deals fast. If you’re tired of wasting time on the wrong prospects and want to learn how top MSPs qualify leads like a...
The Black Bamboo Secret to Growing Your MSP 27.01.2025 14:54
What does black bamboo have to do with growing your MSP?More than you might think! In this episode of MSP To The Future, I’m sharing a surprising secret about growth, patience, and the hidden work that leads to big results. If you’ve ever wondered how to turn small efforts into massive success, this is the episode for you. Tune in and discover the key to transforming your MSP! Thank you for being...
7 Proven Strategies to Build Unshakable Trust with Your MSP Customers and Boost Retention 20.01.2025 10:22
Are you ready to become your customers’ most trusted advisor? In this episode, I’m revealing 7 proven strategies to build unshakable trust with your MSP clients and keep them coming back for more! From creating personalized experiences to showing up when it matters most, these tips will help you foster loyalty and boost retention like never before. If you’re tired of losing customers to the compet...
From Struggle to Seven Figures: Think and Grow Rich Secrets for MSP Success. 13.01.2025 14:14
Are you ready to break through the barriers holding your MSP back? In this episode, I’m sharing the game-changing principles from Napoleon Hill’s Think and Grow Rich that helped us to transform our MSP into a seven-figure success story. This isn’t just theory – it’s a step-by-step roadmap packed with real-world insights, actionable strategies, and the mindset shifts you need to thrive. If you’ve e...
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