IT Business Podcast Episodes

Ryan Redmond spills the secrets to making CRM work for MSPs and how Optrua’s “smarter systems” drive better sales. We dig into Microsoft Dynamics, co-pilot AI tools, and the challenges of industry regulation in IT.​

Ever had a client stuck halfway across the world with no VPN access? Hear how I battled Argentina’s internet with Ubiquiti and managed to save the day – MSP-style.

Today it’s all about growth, grit, and getting secure. Kyle Kenyon joins the show to share how he scaled his IT business, refined his client base, and adopted a zero-trust mindset — all while juggling life, family, and tech.

Uncle Marv reconnects with Chad Kempt of Fast Computers to celebrate 10 years since the iconic “Man in the Van vs. MSP” debate. They dig into how solo techs have matured, the shift toward systemized small-scale MSPs, and the realities of scaling, support, and exit strategies.

Tara Rummer brings authentic, unfiltered insight on what it’s like to steer automation in the MSP world—all while championing neurodiversity and smashing industry norms on the way.

Diana Giles shares her journey from side projects to founding Skyline IT Management and discusses why raising professionalism in IT is crucial for the future.​

In this week’s IT Business Podcast Livestream, Uncle Marv reveals Synology’s sudden drive compatibility reversal and discusses the big news from DattoCon—Kaseya’s acquisition of Inky for advanced AI-powered email security. Tune in for candid takes on MSP stack consolidation, hands-on Wi-Fi access point reviews, and real-world frustrations with vendor portals, plus listener shoutouts to Diana Giles, Kyle Kenyon, and Troy Casper.

Bradley Gross returns to break down how ambulance-chasing law firms are targeting MSPs after data breaches—and what you must do to protect your business.

In this episode, Tom Wyant and I deep-dive into using Ubiquiti for MSPs, sharing real-world stories, the ups and downs, and why my view on Ubiquiti evolved after hands-on fieldwork.

Meet Kevin Dutkiewicz, owner of Tech Brews LLC, who shares his journey from gaming-driven networking to founding an MSP dedicated to serving businesses of all sizes, with stories of stacks, systems, and philosophy for making IT accessible.

Jermaine Clark from Sherweb returns to dig deeper into MSP AI readiness, sharing actionable steps and practical solutions for IT business owners facing real-world automation and service delivery challenges. Don’t miss insights on how to truly transform your MSP in the AI era.

Jermaine Clark shares insights on the urgency of AI adoption in the MSP space, lessons from the Microsoft Advisory Council, and practical tips for balancing security with productivity. Plus, we dive into Sherweb’s offerings and Jermaine’s unique path from saving sea turtles to saving your business.

Uncle Marv gets real about being an IT pro in today’s climate, mixing insights from Jimmy Kimmel’s media comeback with hard-hitting lessons from inside the MSP world. This episode’s guest: the courage to speak up—even when it’s tough.

Matt Yesbeck returns to break down the freshly launched MSPX 2.0—what’s new, how it’s making MSP buying and selling contracts easier, and why trust, transparency, and streamlined transitions matter more than ever in the modern IT business game.

This episode of the IT Business Podcast features Bret Erickson, President of Passkey Technology, sharing his journey from musician to MSP owner. Bret discusses his company’s history, his business philosophy, and his role as a founding committee member of the National Society of IT Service Providers (NSITSP), offering insights into building a sustainable MSP and navigating industry change.

From broken appliances to botched phone ports, I explore why customer service so often falls flat—and how IT providers can stand out by making the service experience truly easy and memorable for every client.

This week, we tackle tricky vendor transitions, tech hiccups, and big industry moves, while Ron and Sydney reveal the habits that helped their MSP earn ‘Best of the Best’ honors in Orlando.

ScaleCon 2025 is where theory becomes practice! Tahir Hamid shares surprising results from last year’s event—including one MSP boosting revenue by $500k in six months, and another closing $2,000 in monthly recurring revenue from direct mail alone.

This episode is a replay from Podnutz Pro (the predecessor to the IT Business Podcast. Originally aired in January 2019, this show features the always entertaining Matt Rainey. We dive into the wild realities of IT support and life’s unexpected disasters, from flooded homes and $15,000 bathtub incidents to hands-on tech tips, donut debates, and remote troubleshooting.

Matt Mulcahy joins me in the studio to share what it’s like to start an MSP in 2025. From being an engineer and sales leader at ProSource to launching MSP Cyber in Miami, Matt walks us through his philosophy for building scalable systems, adding value beyond the help desk, and why the Miami IT market is wide open for smart MSPs.

In this episode, I open up about how I’ve managed to run a solo MSP business profitably, stand firm on pricing, and emphasize value over being the cheapest. I share personal stories, from clients who have stuck with me since the ’90s to the lessons I learned from attorney friends about billing with confidence.

I break down the SonicWall/Akira drama, answer Reddit questions, and share lessons learned about VPN, best practices, and real-world IT. Then I dive into Ubiquiti gateways, a slick SSD-Cloner, how Cable Finder helped me land two clients, and wrap up with a wild Cocoa Beach “Florida Man” adventure.

Uncle Marv brings Chris Keith back for a powerful look inside the latest at Hirexe—a global staffing marketplace for MSPs offering rapid, AI-powered hiring and dramatic savings. Learn how tech leaders are finding better-fit candidates in South Africa in just days.

In this episode, we discuss the powerful impact AI is having on IT jobs, productivity, and the future workplace, featuring insights from AI expert Chris Champion.