IT Business Podcast Episodes
990
April 15, 2026
Identity First Security For MSPs (EP 990)
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.
Guest: Mike Wise
989
April 13, 2026
When Your Service Manager Leaves (989)
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 service delivery. If you’re an MSP owner, IT leader, or service manager trying to scale without losing your mind, this conversation is going to hit close to home.
Guests: Dawn Sizer , Dave Sizer
988
April 12, 2026
Stop Selling Security Backwards (EP 988)
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 assessments into clear action plans, and why it helps MSPs package and price security in a way clients actually understand. If you’ve ever struggled to move beyond “tools and alerts” into real security outcomes, this one’s for you.
Guest: Tim Coach
987
April 9, 2026
What MSPs Miss on Every Network (EP 987)
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 from clients who refuse to secure their environment.
Guest: Frank Raimondi
986
April 8, 2026
Building a Smarter MSP with Rick Harber (986)
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 how to turn tools into true IT solutions instead of just more noise in your stack.
Guest: Rick Harber
985
April 1, 2026
Turning Compliance into MSP Revenue (EP 985)
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 ticket counts. If you’re wrestling with pricing, packaging, and monetizing cybersecurity and compliance services, this conversation gives you concrete strategies you can put to work fast.
Guest: Jared Casner
984
April 1, 2026
Building a Security‑First MSP With Jerem (EP 984)
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 comes from referrals, not flashy marketing. Jerem also shares how QBRs, AI guardrails, and real‑world training keep his clients protected, compliant, and calling him before they make big technology decisions.
Guest: Jerem Morris
983
March 27, 2026
Selling MSP Services Without “Selling” (983)
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 deep account research to find the right IT decision‑makers and build trust in high‑stakes cybersecurity and network projects. If you’re trying to grow your managed services practice, this conversation will help you rethink lead generation, vendor relationships, and your overall MSP growth strategy.
Guest: Laura Jeter
982
March 25, 2026
Zero Trust, Conferences, and Swag (982)
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 from Channel Pro Defend and ThreatLocker’s Zero Trust World, dig into cyber insurance and MSP risk trends, and wrap with a practical look at swag, gear, and how we can make security both responsible and profitable for managed services providers and IT pros.
981
March 24, 2026
Delaware Just Raised Your Cyber Risk (981)
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 breach. If you manage data, backups, or security, this is a wake-up call.
980
March 23, 2026
NetAlly LinkRunner 1500: First Look & Live Test (980)
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.
979
March 18, 2026
How MSP-as-a-Service Changes Your Game (979)
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 and processes, and why community-focused, US-based, IT compliance‑minded support can be a game-changer for MSP growth. If you’re wrestling with labor, cybersecurity delivery, and vendor overload, this conversation lays out a practical path forward.
Guest: Juan Fernandez
978
March 17, 2026
MSP Well: Mental Health for the Channel (978)
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 across the channel.
Guest: Larry Meador
977
March 16, 2026
Zero Trust Lessons from Ireland’s Future Range (977)
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 if they want clients to safely leverage AI and modern IT solutions.
976
March 16, 2026
Liongard, AI, and MSP Visibility at ZTW (976)
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 networks, and improve cybersecurity posture. We also touch on why focused events like RoarCon give MSPs a better space to tackle IT compliance, risk, and operational efficiency.
Guest: Stephanie Weagle
975
March 15, 2026
No Asshole Policy for MSP Clients (975)
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 values, and a strict “no asshole” policy for clients. If you’re looking for practical ideas on pricing, packaging, compliance, and making IT a growth driver instead of a chore, this conversation is your blueprint.
Guest: Ian Dunstan
974
March 15, 2026
Manage 100+ 365 Tenants Without Losing Your Mind (974)
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 profitable IT solutions without adding another dozen tools to your stack.
973
March 12, 2026
20 State Privacy Laws and What MSPs Must Do (973)
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 insurance carriers acting like security auditors, and how 20 state privacy laws are creating fresh opportunities and risks for managed services providers.
972
March 12, 2026
Solo Tech Life with Carey Holzman (EP 972)
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.
Guest: Carey Holzman
971
March 10, 2026
Kaseya’s MSP Pledge & What It Means for You (EP 971)
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 close with his One Minute Wednesday book project and the power of the MSP community rallying for a good cause.
970
March 10, 2026
Brian Weiss on Identities, ZTNA, and Zero Trust (EP 970)
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 identity protection, device compliance, and replacing legacy VPN or ZTNA solutions. Perfect for IT professionals looking to level up managed services, IT compliance, and zero‑trust security strategies.
Guest: Brian J. Weiss
969
March 9, 2026
MSP Projects Behind Prison Walls (EP 969)
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 customers into the managed services world in a market that’s always a little behind the curve.
Guest: Joshua Zukerman
968
March 9, 2026
How Zachary Kinder Runs a Zero Trust MSP (EP 968)
If you run an MSP or IT services firm, this conversation dives deep into real-world IT operations, cybersecurity strategy, and vendor management. Zach outlines how Net-Tech delivers responsive IT solutions for distributed clients, manages SLAs with demanding users like attorneys and auto dealers, and navigates challenges like ticket compliance and multi-factor authentication. The episode also covers how they replaced a legacy security product, standardized on ThreatLocker, and now use its modules as a core part of their managed security services.
Guest: Zachary Kinder
967
March 8, 2026
Stopping SaaS Waste with BetterTracker (EP 967)
Recorded on-site at ThreatLocker’s Zero Trust World, this episode features Matt Solomon explaining how BetterTracker evolved from Channel Program into a full SaaS and subscription management platform for MSPs. Matt and Marv share examples of nonprofits, enterprises, and co-managed clients where better visibility into tech spend led to big savings and new recurring revenue.
Guest: Matt Solomon