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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!
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Episodes

The Kaizen Habit Behind Every Seven-Figure MSP

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 no...

Feb 16, 202612 min

Let Me Think About It Isn’t a No — It’s a Cry for Clarity

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 ...

Feb 09, 202610 min

Stop Blending In: Branding Do’s and Don’ts with Steven Badorf

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 whe...

Feb 02, 202640 min

How to Get Over Call Reluctance (For MSPs Who Hate Calling)

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 shi...

Jan 26, 202613 min

The Hidden Skill That Builds a Seven-Figure MSP

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! F...

Jan 19, 20268 min

The One Thing MSPs Can Never Own

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...

Jan 12, 202619 min

The Gifts We Forget: A Christmas Message for MSPs

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 w...

Dec 22, 20256 min

The Secret to Easier MSP Sales

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 — th...

Dec 15, 202511 min

Start Today, Sell Big Later: The MSP Playbook for a Profitable Exit

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 d...

Dec 08, 202514 min

SNAP Selling — How Smart MSPs Sell to Busy, Distracted Decision Makers

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” tha...

Dec 01, 202516 min

The 10 Principles of Sustained Success — MSP Edition

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. ...

Nov 24, 202511 min

The Only Sales Guide You’ll Ever Need — The Mindset of a 7-Figure MSP

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 an...

Nov 10, 202514 min

How Smart MSPs Get Past the Gatekeeper — and Get Invited In

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 hear...

Nov 03, 202514 min

Stuck Selling and Still Starving: The MSP Owner’s Sales Trap

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. ...

Oct 27, 202519 min

Think Horses, Not Zebras: Why MSPs Make Growth Too Complicated

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 ...

Oct 20, 202513 min

MSP Marketing: It’s More Than You Think

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 T...

Oct 13, 202514 min

Who Moved My Cheese? How Smart MSPs Turn Change into 7-Figure Growth

What happens when your cheese gets moved — a big client leaves, a vendor jacks up pricing, or the tech you’ve been selling suddenly becomes obsolete? Most MSPs sit around complaining at the empty cheese station, while the smart ones are already sniffing out new opportunities and closing the next deal. In this episode of MSP To The Future, I’m breaking down the lessons from Who Moved My Cheese? by Spencer Johnson and showing you how to adapt fast, drop the dead weight, and turn change into 7-figu...

Oct 06, 202513 min

Networking for Introverts: How to Win Without Working the Whole Room

Hate networking? You’re not alone. Most MSPs walk into a room, grab a nametag, and pray for it to be over. But here’s the truth: you don’t have to be the life of the party to make networking pay off. In this episode of MSP To The Future, I’ll show you how introverts can win big — by asking the right questions, building real trust, and following up in a way that actually lands referrals. No fake small talk. No forced pitching. Just a simple, repeatable playbook I used to grow my MSP to seven figu...

Sep 29, 202511 min

Insights from The Cloud Guy: Peer Groups That Grow Seven-Figure MSPs

Think you’ve got to figure this all out on your own? Think again. In this episode of MSP To The Future, I’m joined by 39-year industry veteran David Hood — a guy who built a seven-figure MSP and swears by one game-changing growth strategy: peer groups. We’re breaking down why the smartest MSPs don’t scale in isolation, what you’re missing by staying solo, and how to find the right group that actually helps you grow (no vent sessions allowed). If you’re tired of feeling stuck and want real moment...

Sep 22, 202519 min

SPIN Selling – Lessons Every MSP Should Steal

Here’s the truth — most MSPs are still out there pitching the same tired lines: 24/7 monitoring, proactive support, best-in-class security. And guess what? Your prospects have heard it all before. That’s why in this episode of MSP To The Future, I’m diving into one of my all-time favorite sales books — SPIN Selling by Neil Rackham . I’ll show you how SPIN creates urgency without pressure, gets prospects to sell themselves, and turns you into the go-to MSP instead of just another IT vendor. If yo...

Sep 15, 202518 min

Speak Success Into Your Day: The 7 Lines That Built My MSP

Most MSPs wake up and hit the ground running chasing fires, drowning in tickets, and wondering why they feel burned out by 10 a.m. But what if the first few minutes of your morning could change everything? In this episode of MSP To The Future, I’m sharing the exact 7 lines I say to myself every morning a routine inspired by Tony Robbins — that helped me build a seven-figure MSP with more clarity, resilience, and focus than ever before. We’re diving into how mindset isn’t fluff it’s fuel. And how...

Sep 08, 202514 min

The Secret Weapon of Seven-Figure MSPs: Coaching

What do Michael Jordan, Tiger Woods, and Tom Brady all have in common? They all had legendary coaches pushing them to greatness. In this episode of MSP To The Future, I’m pulling back the curtain on why every smart MSP needs a coach — and how the right one can transform your business. I’ll share the breakthroughs I had working with coaches in my own MSP and how it helped us to grow a 7 figure MSP. If you’ve ever wondered whether coaching is worth the investment, this episode is your answer. Hit ...

Sep 01, 202513 min

When Your Biggest Client Walks Out: How Smart MSPs Rebuild Fast

What happens when your biggest client walks out the door? Do you panic… or do you have a plan to rebuild fast? In this episode of MSP To The Future, I’m pulling back the curtain on exactly how to replace lost revenue quickly — the same strategies we used when we lost one of our biggest clients overnight. I’ll show you the quick strategies that plug the hole fast, the marketing machine that makes sure you’re never that exposed again, and why losing a big client might just be the wake-up call your...

Aug 25, 202516 min

How to Close More Deals with Never Split the Difference

Want to close bigger deals and level up your MSP? In today’s episode of MSP To The Future, we’re diving into the negotiation tactics that could change your business. I’m sharing powerful lessons from Never Split the Difference by Chris Voss—former FBI negotiator turned expert on business negotiations. Learn how to use tactical empathy, mirroring, labeling, and the "accusation audit" to close deals faster, overcome objections, and build stronger client relationships. Trust me, you don’t want to m...

Aug 18, 202512 min

Are You a SMART MSP? 5 Goals That Actually Make You Money

Ever feel like your MSP is stuck in neutral? You’re doing the work, juggling clients, maybe even closing a deal here or there… but real growth? Predictable revenue? It’s just not happening. In this episode of MSP To The Future, I’m pulling back the curtain on the exact goal-setting framework we used to scale our MSP to seven figures — and how you can use it to finally get out of the weeds and into consistent, profitable growth. We’re breaking down the SMART goal method, MSP-style — no fluff, no ...

Aug 11, 202514 min

Webinars That Win: Building a Marketing Machine That Works While You Sleep

What if your best sales asset wasn’t a person — but a system that worked 24/7, never got tired, and kept your pipeline full while you slept? In Part 3 of the Webinars That Win series, I’m showing you how we turned our webinars into a full-blown marketing machine — one that ran all year long, brought in leads on autopilot, and positioned us as the go-to MSP without creating new content every month. You’ll hear exactly how we reused and repurposed our webinars, tailored them to different industrie...

Aug 04, 202520 min

Webinars That Win: The Follow-Up Formula That Turns Attendees into Clients

You ran the webinar. People showed up. Maybe even stayed. Now what? In Part 2 of the Webinars That Win series, I’m breaking down the follow-up strategy we used to turn warm attention into real appointments — without chasing, begging, or sounding like every other MSP on the planet. You’ll hear how we followed up without being annoying, what made our emails convert, and how to keep prospects moving forward — even weeks after the webinar ended. If you want webinars that don’t just educate — but act...

Jul 28, 202516 min

Webinars That Win: How Smart MSPs Close More Deals Without the Chase

What if you could stop chasing cold leads and start getting noticed by prospects who actually want to talk to you? This episode kicks off a powerful three-part series on how smart MSPs are using webinars to stand out and generate warm leads, all without sounding salesy or wasting hours on outreach that goes nowhere! In Part 1, I’m pulling back the curtain on how we used webinars to position ourselves as the go-to experts in our market... and how you can do the same. You’ll learn how to pick the ...

Jul 21, 202514 min

Don’t Hunt — FARM: The MSP Growth Model That Never Stops Paying

Ever wonder why some MSPs have a steady stream of clients while others are stuck chasing cold leads ? In this episode of MSP To The Future, I’m talking about farming — not in the literal sense, but as the growth model that helped us consistently land high-value clients for over 40 years . It’s all about planting the right seeds, nurturing them with purpose, and harvesting opportunities most MSPs never even see coming. Hit play — and let’s take your MSP to the future. Thank you for being an engag...

Jul 14, 20258 min

Clients Gone Wild

Ever feel like your clients are the ones running the show? Pushing your boundaries, ignoring your advice, and treating you like the help desk instead of the expert? In this episode of MSP To The Future, I’m diving into the dangerous dynamic that traps too many MSPs — and showing you exactly how to take back control. You’ll learn how to spot bad-fit clients early, reset existing relationships, and, when needed, professionally show someone the door. If you’re ready to stop taking orders and start ...

Jul 07, 202512 min
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