Uncle Marv's IT Business Podcast (Real Talk for IT Pros & MSPs)

The pace of change in the AI market continues to accelerate, and few people have a better view of the MSP ecosystem than Rob Rae. During our conversation at Pax8 Beyond 2026, we discussed how AI has evolved from strategy discussions into implementation, execution, and measurable business outcomes.

Rob shared his thoughts on MSPs creating their own AI solutions, the importance of governance and compliance, and why the industry is still in the early stages of figuring out what works. We also revisited some of Pax8's challenges from the previous year and talked about how organizations grow...

Pax8 is planting a flag around the “managed intelligence provider” idea, and this episode unpacks how that changes the story you tell clients about AI, data, and business outcomes. I walk through what I heard in Salt Lake City, from the new AI agent store and marketplace updates to how Pax8 wants to help you go from playing with AI internally to delivering real, billable outcomes for customers.

I also have some fun with conference life: a honest rundown of the swag that worked, the swag that absolutely didn’t, and why vendors should care if their Blueto...

Tim and I talk about a problem every MSP owner knows too well: ideas and insights piling up in notebooks, chats, and AI prompts that never actually turn into content, leads, or sales conversations. Tim walks through how he built a centralized “source of truth” for his learning, plugged in multiple AI models, and layered on workflows for agencies, MSPs, and solopreneurs to turn all that raw thinking into structured, publishable content.

We get into how Golden Iris helps you define your brand voice, create personas, and build repeatable approval workflows so you’re not relying on yet an...

Hanging out with Robin Robins in this episode felt less like a marketing chat and more like a reality check for MSP owners who are tired, stressed, and still not getting the growth they want. Robin has been in MSP marketing since 2002, and she’s seen everything from break-fix shops turning into 8 million dollar firms with strong EBITDA, to owners still stuck in the same place decades later because they undercharge, give away work for free, and abdicate marketing to agencies who only implement tactics. She explains why templated campaigns are not the enemy if they sit inside the ri...

Andrew Hartman knows what it's like to wake up at 4:25 a.m. in a cold sweat, already behind before the day starts. As a former fractional COO of an MSP in Orange County, he watched stress destroy his health, relationships, and peace until he built Time Boss, a framework that's helped 95% of participants experience more peace and reclaim five hours per week. What stuck with me was his "time is cash, not credit" philosophy because we MSPs keep swiping that time credit card without knowing if we have enough hours to pay it off. Andrew breaks down how to...

This one is a fun mix of money, mindset, and real‑world scars from inside MSP financials. I sit down with Rayanne Buchianico, who’s spent decades inside your QuickBooks, PSA, pricing, and procurement, and who just graduated from the Goldman Sachs 10,000 Small Businesses program. We use one of her client stories about an AI rollout to show why features and benefits don’t sell on their own, and why your client has to actually feel the problem before they’ll part with a dollar. Rayanne explains how the Goldman Sachs framework made her map out risk, target customer, market d...

Let’s be honest, most of us as MSPs are still faking it when it comes to credential management, with passwords scattered across browser managers, Excel, Google Docs, old ticket notes, and that one tech who “just knows” where everything lives. In this conversation with Passpack CEO Chris Skipworth, we unpack the real mess behind password sprawl, painful offboarding, and ghost access for ex employees, and why that puts you one incident away from explaining to a client how someone walked in the digital back door. Chris explains how Passpack took a consumer focused Italian brand and rebuilt it into a...

I brought Tim Fitzpatrick from Rialto Marketing back because too many MSPs keep telling me the same thing: “We tried marketing, it doesn’t work.” Tim breaks that thinking apart and explains why most of us don’t have a lead problem, we have a strategy problem. We dig into why “strategy before tactics” is the real fuel for your marketing engine, how to get specific about your ideal clients, and why your generic website hero section is quietly sending good prospects to your competitors.

We also talk about where the easy money is hiding inside your business rig...

Tonight I kicked back and pulled together everything I’ve learned so far from this Money, Marketing, and Growth series, and I didn’t hold back on how it applies to my own MSP world. I walk through five big pillars that kept coming up from folks like Laura Johns, Colin Knox, Nate Freedman, Dave Scott, Dori Spade, Tim Fitzpatrick, and Lisa Shorr: fix your foundation before you spend, close more from the pipeline you already have, protect your margins before you chase growth, use AI to support execution instead of replacing strategy, and remember that human trust still wins...

Sitting at ACES in cold Minneapolis, I pulled Justin Maxwell aside after his wealth session because the room literally shifted once he started making us write down real numbers for the life we actually want. Justin has a teacher’s gift for taking the scary, foggy “money ball” in our heads and breaking it into clear targets, simple math, and real choices that don’t make you feel sleazy or like you’re selling out your values. We dig into the biggest fear most of us have, which isn’t taxes or markets, it is quietly worrying that we’ll outlive our...

I brought back my friend Dori Spade, founder of Call to Action, to talk about something most MSPs quietly struggle with: you spend money on marketing, hire a sales rep or two, and still only close a few deals a year. Dori walks me through how she has helped MSPs move from the industry standard 25 percent close rate up to 70 percent by closing what she calls the “trust gap” that prospects feel when every provider sounds the same. We talk about turning around a struggling acquisition region that was losing clients and staff, why proposals should read like they were...

I grabbed Richard Wingfield at ACES Conference in Minneapolis to talk about something every MSP and IT consultant secretly worries about: how do you actually get out of the business without it collapsing or ticking off your best clients. Richard has been running Envision Design out of Houston since the early 90s, starting as a Mac‑only consultant when you could “throw a rock and hit a Windows guy,” then shifting into a cross‑platform MSP as iPhones and iPads forced everyone to live in mixed environments. We dig into why he’s always led with true consulting instead of one‑siz...

I brought back my friend Dave Scott from Scott Growth Strategies to poke the bear a little and talk about why so many MSPs feel stuck, even when they’re working their tails off. Dave lives right in the middle of that problem as a fractional CMO/CRO for MSPs and B2B firms that have hit a growth ceiling, and he does not sugarcoat the reality that a lot of us are fantastic engineers and pretty rough business owners. We dig into the difference between being an “idea-heavy” entrepreneur and a disciplined business owner, why 77 percent of MSPs are un...

I am still here at ACES in Minneapolis, and this segment with Allen Edwards really hits home for any MSP owner who hides behind tickets and wonders why the pipeline feels dry. Allen talks about treating networking as a skill, not a personality trait, and walks through how he made a room full of techs actually stand up and practice real conversations instead of just listening to another slide deck. The big idea is simple, if you want more opportunities, you need to be present in the room, ask better questions, and leave people feeling heard, because that is...

Referrals are slowing down, phones are too quiet, and every vendor swears they have the magic funnel that will fix your pipeline—for a nice monthly fee, of course. Meanwhile, most MSP websites are still glorified digital business cards, and when a real prospect does reach out, that inquiry can sit in an inbox long enough for them to sign with another provider before you even know they exist. In this episode, I sit down with Nate Freedman from Tech Pro Marketing and MSP Sites to talk about what actually works for sub–5 million dollar MSPs that want predictable grow...

I caught Melanie Curtis at ACES 2026 in Minneapolis after her keynote, and this conversation goes way beyond “what does skydiving have to do with tech?” Melanie walks through how she went from traditional corporate track to professional skydiver, coach, and full‑time keynote speaker, and how that journey reshaped how she thinks about fear, risk, and reaching the edges of our potential.

We dig into what it really takes to prepare for a world record jump: years of skill‑building, coaching, repetition, systems, and mental discipline so you can perform when it counts. Along the way, we map thos...

Recorded on‑site at the Elliott Park Hotel during ACES 2026, this conversation kicks off with a quick behind‑the‑scenes look at the venue, the vibe, and why this Apple‑centric event cares more about P&L than power users. I walk through how ACES is structured as a business‑first conference for Apple IT providers, covering topics like pricing, marketing, HR, scaling, and work‑life balance, with zero tool pitches from the stage and everything bundled into a focused two‑day experience.

Then I catch up with Brian Best from Best Mac, who has attended and spoken at all...

Most of us put huge effort into our tech stack and very little into how our team actually shows up in front of clients. In this conversation with MSP owner, branding coach, and author Lisa Shorr, we talk about why a “solid stack” is not enough if your clients experience you as slow, unresponsive, or robotic. We dig into real stories from the field, including a law firm that fired their IT provider for being “not responsive,” and how simple shifts in communication, presence, and expectations can completely change that story.

We also tackle the AI rush head‑on...

I brought Colin back on because he’s one of the few people in our space who’s actually lived it all: tech, MSP owner, and now multiple vendor exits. We walk through how the “simple” stuff like billing reconciliation quietly drains profit from MSPs, with the average million‑dollar shop leaving a shocking amount of money on the table because they aren’t tracking seats, renewals, or vendor price hikes closely enough. Colin breaks down how Gradient’s Managed Billing Reconciliation works in practice and why treating billing like MDR for your finances can free up weeks of internal time...

Laura walks me through her “Know, Grow, Scale” framework and how most MSPs are trying to jump straight to lead gen while their business is still “root bound” at the foundation level. We talk about diagnostics, digital health, differentiation, and why your website, offers, and content have to actually say something meaningful before you ever expect your marketing to convert.

We also get into mindset: the difference between a 500K MSP and a 5M+ MSP, and what it really means to be “growth ready” as an owner. Laura shares some spicy takes on overhyped Google Ads, what “AI searchable”...

Chapters

This one starts with a straightforward need: move a single line‑of‑business app into the cloud without spinning up a quarter‑rack, buying hardware, and babysitting it in a data center. I share how I landed on VULTR for this client, what the initial sales experience looked like, how fast I was able to spin up a Wind...

Most of us have helped clients “call the carrier” or work with a master agent to bring in a circuit, grab a small commission, and move on. Brian flips that script and shows how MSPs can own the relationship by bringing a bulk fiber circuit into the building, carving it up, and billing each tenant under our own brand—while still leveraging master agents and existing carrier relationships. Instead of letting AT&T, Comcast, or Verizon lock in a 10-year deal and toss a small one-time check to the landlord, this model puts the monthly recurring revenue in the MSP’s...

If you’ve ever wondered what it takes to keep a show going for a thousand episodes while still running tickets, projects, and staff, this one pulls back the curtain. I talk with Matt Rainey, Lalo Nuñez, Martin Obando, and Dawn Sizer about how Podnutz Pro started as a way to teach desktop techs the server side of the house, and how that spirit of “learn out loud” carried into the IT Business Podcast. We revisit the early days of computer repair, WRT54G routers, Windows Server 2003, and A+‑era hardware, then fast‑forward to today’s world of Azure, Sha...

This conversation with Brian Weiss starts with Copilot, but it quickly becomes an honest look at how unprepared most of us are for AI inside client environments. I talk about being just like my customers—dabbling in random AI tools—while Brian lays out what it actually takes to make Copilot useful: modern workplace, SharePoint/OneDrive, sane file structures, and real governance instead of “S: drive chaos.” We also get into the reality that Copilot isn’t just “another ChatGPT,” it’s an ecosystem of role-based copilots that only work as well as the data and structure we give them.

We...

I sat down with Larry Cobrin, founder and CEO of MSPCFO, to unpack how MSPs can turn messy PSA data into a clear picture of which clients are actually profitable and which ones are quietly draining the business. Larry broke down the idea of treating clients like a portfolio, normalizing profitability with contribution per hour, and using that lens to decide whether to improve, protect, or let go of certain accounts.

We also talked about how this ties directly into EBITDA and exit planning, especially as more private equity money flows into the MSP space and buyers...

Too many of us spend decades building our MSP, missing vacations and pulling all-nighters, only to “decide” to sell when a random LOI hits the inbox. Amy Babinchak has spent years helping owners sell their MSPs through Sell My MSP, and she joins me to walk through the real-world questions, red flags, and blind spots that determine whether you shut it down or cash it out. We talk about planning three to five years ahead, getting your financials and contracts clean, modernizing your stack, and why recurring revenue and profit percentage matter more than that one big whale client you’...

I’ve been talking for years about having a stack that works and not jumping every time a shiny new tool comes along, but I’ve never really unpacked how I got there. In this conversation, Tom Wyant from Wyant Technologies joins me to walk through the real‑world impact of switching RMMs, PSAs, documentation tools, security platforms, and even client portals and payment systems. We dig into migrations that looked good on paper but turned into months of cleanup, retraining clients on new portals and payment workflows, and what it actually costs when a tech spends two to three...

This conversation with Ben Lee and Marc‑Andre from the N-Able Head Nerds team gets right into the questions MSPs are really asking at Empower 2026: how to approach AI strategically, what the new AI management tab actually does, and how to wrap governance and compliance around all of it. We also get into the evolution of automation inside the MSP space, why it’s shifted from “hours of scripting” to more of a teaching and idea-generation role, and how the Head Nerds are helping partners turn those ideas into scalable services.

We talk about AI as more than jus...

DePalma's been at it a year since jumping from Datto and Kaseya to OpenText's massive operation—25,000 employees, billions in revenue, but they give his team real autonomy to hit numbers without micromanaging. They've streamlined everything into one Secure Cloud portal, fixed Microsoft 365 pains with better UX and 98.7% in-house support, and launched partnerships that enable MSPs, not compete—like Hats AI for managing client LLMs securely. No more competing product silos from the Zix/AppRiver days; now it's one account manager, transparent pricing, month-to-month terms, and focus on filling your stack gaps, especially for N-Able partners.

Chapters:

Robert Johnston’s journey goes from Marine Corps cyber operations to running incident response at CrowdStrike, to founding Adlumin and ultimately landing inside N-able as Chief Innovation Officer. We unpack why SIEM and MDR used to be “Fortune 500 only” tech, and how Adlumin intentionally built a cost-efficient, easy-to-use, channel-first platform that MSPs could actually deploy for community banks, credit unions, healthcare, and other compliance-heavy clients.

We also talk through the reality for most MSPs: you’re not going to hire 15–20 people to staff a 24×7 SOC, but your clients still expect enterprise-grade protection. Robert explains how MDR lets vendors agg...

I sat down with Lewis and Steph from the N‑able Head Nerds crew to unpack what’s really changing in the MSP game: your clients don’t want another tool, they want outcomes and business resilience. We get into the shift from “cybersecurity” as a tired buzzword to a more powerful story around keeping doors open, maintaining revenue, and helping business owners survive their worst day without getting lost in the weeds of MDR, UEM, or whatever the latest acronym is.

We also talk through CMMC, governance, and compliance as real revenue opportunities instead of scary alphabet s...

Frank and I sit down at Empower 2026 to unpack where N‑Able is investing, how AI and UEM are reshaping endpoint management, and what that actually means for MSP service catalogs, pricing, and security offerings. We get into the control-plane vision for UEM, the action layer for security, and how N‑Able is using Enzo and its head nerds to turn field lessons into repeatable playbooks and automation MSSPs can actually execute.

We also talk about the human side of the channel: why Frank is still fired up after 23 years, how N‑Able works with 25,000 partners worldwide, and wh...

Mike Wise runs Clockwork Networks as a one-man MSP, and he’s doing it intentionally. This wasn’t about staying small because he had to—it’s about building a business around efficiency, standardization, and control. We talked through how he niched into tax professionals and compliance-heavy clients, and how that decision simplified everything from tooling to service delivery.

We also got into security, specifically identity-first approaches and passkeys. Mike shared how leaning into Microsoft Entra ID and eliminating passwords has helped prevent real-world attacks. This is one of those conversations that challenges the idea that growth always m...

We dig into how their MSP quietly turned into a “ticket factory” where work piled up, documentation was thin, and a 20‑year employee held way too much tribal knowledge. From there, Dawn and Dave break down the specific steps they took to fix it: rebuilding processes, enforcing documentation standards, killing weak level one roles, focusing on root cause analysis, and putting real accountability around metrics like reopen rates and first‑time resolution. By the end, you’ll hear a practical roadmap for turning chaos into a more predictable, proactive IT services operation.

Why Listen

In this conversation with Tim Coach from Cynomi, I pull back the curtain on what it really takes for MSPs to offer vCISO, cybersecurity, and compliance services that actually make money instead of creating headaches. We talk about how to move beyond buzzwords, use the right tools, and turn security conversations into long-term, high-value relationships with your clients.

Why listen

Chapters

This episode is all about the gap between what we say we're delivering and what's really happening on our clients' networks. I brought in Frank Raimondi of IGI Cybersecurity to make the case for a proactive, left-of-boom approach to cybersecurity — treating network health the way a doctor treats a patient: ongoing monitoring, honest conversations, and a real duty of care. Whether you're dealing with noisy alerts, nervous about what a scan might turn up, or trying to figure out where AI fits into your security stack, Frank and I gave you the straight talk you need to hear.

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If you’re buried in tickets, tools, and “urgent” alerts, this conversation with Rick Harber will feel like a lifeline. We unpack how he’s using automation, AI, and Liongard to triage tickets in six seconds, protect margins, and manage by exception instead of chaos.

If you’ve ever stared at NIST, CIS, or SOC 2 requirements and thought, “Where do I even start?”, this episode is for you. Jared Casner from Blacksmith InfoSec joins me to break compliance out of the checkbox trap and show MSPs how to turn security frameworks into real, billable services your clients will actually value. We cover practical steps, real stories, and a simple way to talk about compliance without scaring or confusing your customers.

Chapters

If you’ve ever felt stuck between vendor noise, compliance pressure, and clients who only see you as “the computer guy,” this conversation is for you. Jerem and I dig into culture, cybersecurity, AI, and backup design—plus the uncomfortable stuff like staff training and saying no to shiny tools—so you can run a calmer, more profitable MSP.

Chapters

Most MSPs say they’re “relationship‑driven,” but Laura Jeter has turned that into a repeatable sales engine inside a large national managed services organization. In our conversation, she shares real‑world stories from enterprise deals, lessons from working with global vendors, and the exact research‑first habits she expects from her sales team before they ever book a meeting. If you’re tired of being seen as a cost center instead of a strategic IT partner, you’ll want to steal a few pages from her playbook.

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