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

ConnectWise has been talking platform for years, but David Raissipour explains what’s actually changed in the last 18 months and why MSPs should care now. We dig into how the former ASIO stack has been refocused and rebranded as the ConnectWise platform, with a single data layer, unified services, and an AI and automation layer that sits across PSA, RMM, ScreenConnect, documentation, and security.

David breaks down how Connec...

Megan shares her journey from running a 30-person agency to shifting into Pisces Growth Consulting after a cancer diagnosis forced her to rethink what kind of business and life she actually wanted. She talks candidly about the difference between building a business versus just monetizing a skill, the trap of being an “accidental business owner,” and why many MSPs are trying to replace themselves in all the wrong places.

Nick Ross joins me live from Pax8 Beyond in Salt Lake City to walk through how Cloud Capsule is changing the way MSPs handle Microsoft 365 security and compliance. We get into the pain of running traditional assessments, chasing Secure Score, and trying to map CIS and other frameworks across hundreds or even thousands of tenants without burning out your team or living in PowerShell all day. Nick explains how Cloud Capsule was born ...

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 st...

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...

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, publ...

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 ...

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...

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 actu...

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 p...

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...

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 alrea...

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 se...

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 ...

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 ...

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 ...

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 wan...

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 N...

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 t...