IT Business Podcast Episodes

Lewis Pope and Stephanie Hammond from the N‑able Head Nerds team join me live at Empower in Fort Lauderdale to talk about shifting from selling tools to leading with business resilience, governance, and real executive conversations your clients actually care about. We dig into CMMC, compliance, EBR…

Frank Colletti from N‑Able joins me live at Empower 2026 in Fort Lauderdale to talk about AI, UEM, security, and how MSPs can turn all of this innovation into real, profitable services. We dig into N‑Able’s partner-first strategy, global Empower roadshow plans, and how peers and head nerds are shap…

I sat down with Mike Wise from Clockwork Networks and we got into what it really looks like to run a lean, highly efficient MSP without chasing headcount. We covered niching, compliance, and how smart standardization can outperform traditional growth models.

In this episode, I sit down with Dawn and Dave Sizer to walk through the messy, honest reality of running and rebuilding a growing MSP. We talk about what happens when you think you’re mature and buttoned up… until one key person leaves and exposes every crack in your processes, documentation, and …

In this episode, I sit down in-studio with my good friend Tim Coach from Cynomi to talk about how MSPs can finally get cybersecurity, vCISO services, and compliance under control without drowning in frameworks and spreadsheets. We dig into what Cynomi actually does for partners, how it turns risk a…

If you’re still turning off noisy alerts and hoping your basic patching policies are “good enough,” this episode is your wake‑up call. Frank and I talk tough love for MSPs: knowing every IP, understanding real exploitability, documenting what you do and don’t cover, and having the guts to walk away…

Rick Harber joins me to break down how his MSP uses automation, AI, and solid process to triage tickets in seconds, report real value to clients, and grow without constantly hiring more techs. We also swap real‑world stories about Liongard, DNS disasters, billing for Active Directory accounts, and …

I caught up with Jared Casner of Blacksmith InfoSec after MSP IT Expo to unpack what’s really working for MSPs around security, compliance, and client education. We talk about starting small with CIS IG1, mapping your existing stack to NIST CSF, and using QBRs to show progress instead of just ticke…

I sit down with Jerem Morris from Datatek to unpack how he built a seven‑figure, security‑first MSP in one of the most competitive markets in the country. We dig into people‑first service, all‑in pricing, cybersecurity stacks, 3‑2‑1‑plus backup, and why almost all his managed services business come…

I’m joined by sales leader Laura Jeter from Vector Security Networks to unpack how a “big” MSP thinks about co‑managed IT, service desk vs. help desk, and working alongside smaller providers instead of competing with them. We walk through how her team uses tools like LinkedIn Sales Navigator and de…

I walk through real‑world stories from my MSP, including how ThreatLocker helps me shift clients from “right of boom” to proactive, left‑of‑boom security thinking, and why guardrails matter when they start playing with AI agents and tools like Tailscale and Super Whisper. I share a conference recap…

A major ruling from the Delaware Supreme Court in the case involving Blackbaud is reshaping cyber liability for MSPs and SaaS providers. This episode breaks down how aggregated claims, weaker dismissal protections, and stricter security expectations could increase legal and financial risk after a b…

I unbox and live‑test NetAlly’s new LinkRunner AT1500 to see if it really deserves a spot in your MSP go‑bag. We run through real copper cable tests, PoE checks, switch discovery, and Link‑Live integration so you can decide if this “frontline” tester is worth the price tag.​

Juan Fernandez joins me to explain how Summit Holdings’ MSP as a Service framework helps MSPs reclaim capacity, protect margins, and modernize service delivery in the era of AI and MSP 5.0. We dig into common fears about losing control, how white-labeled operations can stay aligned with your tools …

This conversation centers on one core theme: MSPs and channel partners should not have to struggle alone. Larry shares the vision for MSP Well as a dedicated mental health and wellness resource for MSPs, MSSPs, vendors, and media, with plans for education, referrals, and community-backed support ac…

This episode zooms in on Zero Trust as a practical, fully managed offering, with Future Range’s “Future Range Protect” service front and center. Danny walks through why ThreatLocker sits at the core of their stack, how Zero Trust has already saved customers, and why MSPs must tighten cybersecurity …

This episode centers on one big theme: seeing your entire environment clearly so you can secure it and scale your MSP. Stephanie explains how Liongard is doubling down on asset inventory, visual dashboards, AI asset summaries, and role‑based training to help MSPs automate documentation, monitor net…

This episode is all about reinventing your MSP around security, value, and culture. Ian Dunstan explains how Cobalt rebuilt its offering into a single, top‑tier managed services package with zero trust, ThreatLocker, and strong cyber resilience baked in, then backed it up with EOS, clear core value…

If every Microsoft 365 tenant you support looks different, this conversation is for you. Graham and Cole walk us through how Inforcer gives MSPs one pane of glass for Intune, Defender, Purview, and 365 policies, making it easier to improve IT compliance, spot project opportunities, and build profit…

This newscast-style briefing covers what you actually need to do about Veeam vulnerabilities, Microsoft security updates, and ThreatLocker’s new Zero Trust network and cloud access tools before attackers or auditors find your gaps. I’ll also break down Pax8’s March Microsoft updates, cyber insuranc…

Carey Holzman joins me to trace his journey from TRS‑80s and dishwashers to building one of the best‑known PC repair channels on YouTube. We dig into staying solo, dealing with “since you’re here” clients, navigating Windows updates, and why remote access changed everything for small IT shops.​

Recorded live in the vendor hall at Zero Trust World, this conversation with Kaseya’s Greg Jones covers how Kaseya is pivoting from pure product to true MSP enablement. Greg walks through changes in contracts, support, and account management, plus previews upcoming innovation announcements. We clos…

Live from Zero Trust World 2026, Uncle Marv and Brian Weiss break down the latest ThreatLocker updates, including its new Access Control capability for secure, policy‑driven access to Microsoft 365 and internal resources. They unpack how this impacts cybersecurity for MSPs, especially around identi…

In this episode, I’m hanging out with Joshua Zukerman from Snow Pond Technology up in Maine, and we walk through his 20‑plus‑year journey from pulling cable and fixed wireless to running a boutique MSP. We talk about his client mix, his stack, and how he’s slowly dragging long‑time break‑fix custom…