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
The One Thing MSPs Can Never Own 12.01.2026 19:24
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 th...
The Gifts We Forget: A Christmas Message for MSPs 22.12.2025 5:37
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...
The Secret to Easier MSP Sales 15.12.2025 11:16
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 a...
Start Today, Sell Big Later: The MSP Playbook for a Profitable Exit 08.12.2025 13:59
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...
SNAP Selling — How Smart MSPs Sell to Busy, Distracted Decision Makers 01.12.2025 16:18
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,...
The 10 Principles of Sustained Success — MSP Edition 24.11.2025 11:01
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 f...
The Only Sales Guide You’ll Ever Need — The Mindset of a 7-Figure MSP 10.11.2025 13:30
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 1...
How Smart MSPs Get Past the Gatekeeper — and Get Invited In 03.11.2025 13:50
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...
Stuck Selling and Still Starving: The MSP Owner’s Sales Trap 27.10.2025 18:38
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...
Think Horses, Not Zebras: Why MSPs Make Growth Too Complicated 20.10.2025 13:27
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 bu...
MSP Marketing: It’s More Than You Think 13.10.2025 13:58
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...
Who Moved My Cheese? How Smart MSPs Turn Change into 7-Figure Growth 06.10.2025 13:04
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...
Networking for Introverts: How to Win Without Working the Whole Room 29.09.2025 11:14
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 sm...
Insights from The Cloud Guy: Peer Groups That Grow Seven-Figure MSPs 22.09.2025 19:26
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 actua...
SPIN Selling – Lessons Every MSP Should Steal 15.09.2025 18:16
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 pro...
Speak Success Into Your Day: The 7 Lines That Built My MSP 08.09.2025 14:05
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,...
The Secret Weapon of Seven-Figure MSPs: Coaching 01.09.2025 13:11
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....
When Your Biggest Client Walks Out: How Smart MSPs Rebuild Fast 25.08.2025 15:34
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 s...
How to Close More Deals with Never Split the Difference 18.08.2025 11:34
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 c...
Are You a SMART MSP? 5 Goals That Actually Make You Money 11.08.2025 13:58
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...
Webinars That Win: Building a Marketing Machine That Works While You Sleep 04.08.2025 20:05
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 mont...
Webinars That Win: The Follow-Up Formula That Turns Attendees into Clients 28.07.2025 15:54
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...
Webinars That Win: How Smart MSPs Close More Deals Without the Chase 21.07.2025 13:52
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 oursel...
Don’t Hunt — FARM: The MSP Growth Model That Never Stops Paying 14.07.2025 8:26
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 n...
Clients Gone Wild 07.07.2025 12:07
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,...
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