the[Stack]

the[STACK]

Welcome to the[STACK], the ultimate podcast for Managed Service Providers (MSPs) looking to elevate their game and stack up on success. Hosted by MSP veteran, Dan Tomaszewski, this podcast is your go-to resource for mastering the perfect blend of people, business, and technology in the MSP world. Each episode, we delve into the intricacies of the MSP landscape, featuring interviews with top channel vendors, dissecting real-world MSP scenarios, and sharing actionable insights to help you build a thriving business. Be sure to subscribe to keep up with the latest episodes!

Autor

the[Stack]

Categoría

Technology

Web del podcast

everythingmsp.com

Último episodio

9 de jul. de 2026

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Episodios

Why Your Technical Expertise is Stalling Your Sales 19.03.2026

Live from Zero Trust World, Dan Tomaszewski and Pete Busam of Equilibrium Consulting tackle the "jargon trap" that often stalls MSP sales. While technologists naturally speak in acronyms like NIST and CMMC, executives are primarily focused on governance, risk, and ROI. This episode explores how to bridge that communication gap by translating complex security tools into clear, high-level...

The Hidden Goldmine in Microsoft 365: Why MSPs Should Be Monetizing Intune 16.03.2026

Microsoft Intune has quietly become one of the most important tools in the Microsoft security ecosystem. In this episode of the[STACK] , Dan sits down with Derik Belair and Roby Brisson from Augmentt to explore why MSPs need to take a more intentional approach to managing it. From device compliance and conditional access to standardization across tenants, Intune touches every layer of modern secur...

Building a Talent Factory in the Age of AI 12.03.2026

"Shadow AI" is the new frontier of risk, and your clients are likely already using it without your guidance. Dan and Alex Farling discuss why MSPs must lead the AI charge by first mastering these tools internally to drive efficiency and security. Discover how to transition your technicians from simply closing tickets to spotting high-level business vulnerabilities before they become brea...

Complacency Kills: Why MSPs Must Keep Evolving 09.03.2026

MSPs who stop evolving risk getting left behind. In this episode of the[STACK], Dan Tomaszewski welcomes Miles Walker from Kaseya to discuss cybersecurity trends, the rise of phishing and downtime risks, and why security services continue to be one of the biggest growth opportunities for MSPs. They also explore new developments in the Kaseya ecosystem, including the addition of INKY and the launch...

The End of “We Do IT Support” as a Sales Strategy 02.03.2026

Most MSPs don’t have a technical problem. They have a positioning problem. This episode dives into speed-to-contact, data-driven prospecting, and why being first with meaningful insight dramatically increases your chances of winning. If growth has felt harder lately, this conversation will reframe how you approach sales in 2026.

CMMC for the 99%: Why You Need to Lead the Conversation (Before Your Client Asks) 23.02.2026

CMMC is a marathon, not a sprint, and if you're waiting for your clients to bring it up first, you're already behind the curve. In this episode, Chris Henderson from Huntress joins Dan to debunk the "magic wand" compliance myths and explain why readiness is a 12–18 month journey of deliberate work. Learn how the final rules for Security Protection Assets (SPA) have changed the ga...

MSPs Deserve the Mic. Here’s How to Take It. 23.02.2026

You read the articles. You hear the interviews. Sometimes you think, “I could add more to this conversation.” This episode with CJ Arlotta dives into how MSPs can move from silent operators to recognized thought leaders by building real relationships with journalists, contributing expertise, and owning the AI and cybersecurity narrative. Stop hiding in plain sight.

Practicing What You Preach: Is Your Own MSP Hardened Against Ransomware? 16.02.2026

Attackers know your backup is your escape hatch, which is why they’re targeting your storage keys before they ever hit the production data. Josh Flores breaks down the uncomfortable questions MSPs need to ask about their own internal hardening, MFA, and immutable storage. Learn how to practice what you preach so your own internal systems don't become the weakest link during a client crisis.

The SharePoint Junk Drawer: Turning the July 2026 Deadline into a Profitable Migration Motion 09.02.2026

Migrating your clients from on-prem SharePoint doesn't have to be a fire drill; it’s an opportunity to modernize their business while driving revenue for yours. In this episode, Colin Hogg and Ramiro Millan from Movebot explain why the "junk drawer" approach to data migration is a mistake and how to use this transition to clean up permissions and legacy files. Discover a structured p...

Why MSPs Avoid Their "Secret Weapon" Like the Plague 02.02.2026

Why do most MSPs avoid Technology Business Reviews like the plague? In this episode of the[STACK] , Brian Doyle from vCIOToolbox joins Dan Tomaszewski to break down the blockers that keep MSPs from staying consistent with their strategy. Learn how to ditch the "thud factor" of heavy technical reports and use intelligent automation to cut your TBR prep time from hours down to just minutes...

Why Firewalls Fail and Recon Wins (And How MSPs Fix It) 26.01.2026

Most cyberattacks don’t start with malware — they start with reconnaissance. In this episode of the[STACK], Dan sits down with Joshua Mohr of ThreatLocker to break down how attackers map MSP environments long before a breach ever happens. Learn how network control and Zero Trust can stop threats at first contact — before they even connect.

Your Vendor is Not a Line Item (And If They Are, You're Losing Money) 19.01.2026

Join Dan Tomaszewski and guest Mike DePalma of OpenText as they discuss the massive influx of enterprise vendors moving into the IT channel. Mike explains why global giants are finally prioritizing the SMB market and how MSPs can leverage this shift to gain more influence and better support. This session provides a tactical blueprint for taking control of your vendor relationships and using accoun...

Email Security’s Dirty Little Secret MSPs Keep Missing 12.01.2026

Email is still the #1 entry point for attackers—and misconfiguration is doing more damage than malware. Dan and special guest, Cody Ekle, break down why so many MSPs are scoring poorly on email health checks, even when they think everything is set up correctly. This episode shows how hidden email gaps can cost you security, trust, and even clients.

Stop Selling Tools, Start Selling Outcomes: The 2026 MSP Marketing Playbook 05.01.2026

Dan Tomaszewski sits down with Pete Busam, Founder of Equilibrium Consulting, to explore the shifting landscape of MSP marketing and sales. Pete explains how to leverage AI as an enabler rather than a "lazy" replacement for your brand voice, while stressing the importance of getting back to human-to-human basics. Learn how the most successful MSPs are using data and discipline to align t...

The End of AI Curiosity. The Start of AI Capability. 05.01.2026

The AI buzz is loud, but clarity is rare. In this episode, Dan is joined by Pax8's Dave Wiseman, and they unpack what AI actually means for MSP operations, service delivery, and client relationships. From simple automation to long-term strategy, they share practical ways MSPs can start small and scale smart. If you want actionable insight instead of hype, this episode delivers.

Identity Is the New Perimeter — And Passwords Are the Weakest Link 30.12.2025

Passwords are still the #1 attack vector — and MSPs are paying the price. In this episode of The Stack, Dan Tomaszewski sits down with Danny Obaseki of KZero to break down why MFA isn’t enough anymore. We dig into passwordless authentication, how it reduces risk and tickets, and why identity is now the frontline of MSP security.

Stop Guessing: The 3 Non-Hype Predictions MSPs Must Act On for 2026 15.12.2025

Are you losing money through missed billing? Andy Cormier joins Dan Tomaszewski to detail the shocking revenue leaks caused by manual add-on and license management, showcasing how "Universal Billing" eliminates this profit drain. Andy, an MSP veteran, also explores the need to integrate daily Microsoft tasks directly into your core RMM/PSA to streamline operations and deliver a consisten...

Read the Room: Tailoring AI Conversations for Every Client 11.12.2025

Your clients think they aren’t using AI—but they already are, and most of it is happening in the shadows. Dan and Joshua Liberman unpack how AI is slipping into everyday workflows, why that creates massive security and compliance risks, and how MSPs can turn this chaos into deeper client engagement. They explore the rise of weaponized AI, evolving business expectations, and what MSPs should be doi...

You Are Not a Bank: Fixing Cash Flow in Your MSP 08.12.2025

What happens when an MSP stops chasing payments and starts automating them instead? Dan and Adam Crandall dive into the mindset and mechanics of fixing cash flow once and for all. They explore how early invoicing, automated reminders, and smarter payment options can reduce DSO dramatically. If predictable revenue and fewer Friday-night billing sessions sound good, tune in.

Using AI to Accelerate Compliance Without the Baloney 01.12.2025

Are AI-driven compliance tools promising you the world? In this episode, we talk with the founders of Blacksmith InfoSec to  cut through the baloney  and find out what AI can  really  do for MSP compliance. Learn why automation can accelerate your journey, but why  a human must always remain in the loop  to prevent blind spots, non-deterministic risks, and costly hallucinations in security auditin...

You Can’t Protect What You Can’t See: MSP Visibility in a 125-App World 24.11.2025

AI adoption, SaaS overload, and surprise offboarding requests are creating new attack paths MSPs can’t see. Dan and Nathan Archie discuss why identity governance is now mission-critical and how providers can protect clients from massive liability. Plus, they reveal how MSPs can turn governance into a scalable, profitable new service.

Stop Playing Whack-a-Mole with Malware 17.11.2025

AV and EDR are essential, but they’re no longer enough on their own. Dan sits down with ThreatLocker’s DeShawn Dortch to explain how application control strengthens your security posture without adding work or frustration for your team. From learning mode to end-user experience, they cover the practical realities MSPs face every day. It’s a clear, actionable breakdown you can apply immediately.

Challenging Your Vendors to Be True Strategic Partners 13.11.2025

The MSP industry isn't just evolving—we are rewriting the playbook. Greg Jones of Kaseya ‬ joins Dan to discuss the power of community and why collective collaboration is key to survival and success. Learn why a vendor relationship must be more than transactional, and how to challenge your partners to unlock underutilized resources like MDF funds and business support programs.

Quotes Don’t Close Themselves — But They Can Help You Close Faster 10.11.2025

Before clients see your tech skills, they see your quote. Dan and Brian Laufer dive into how the quoting process shapes the way prospects perceive your MSP — and why it’s time to move beyond spreadsheets and static PDFs. Learn how to test quoting tools the right way, simplify your workflow, and deliver quotes that close deals faster.

Are You Still MacGyver-ing Your MSP? 10.11.2025

Hope is not a strategy, and failure is your greatest teacher. Mary Hamilton offers a candid, granular look at where MSP processes often break down (even a year later) and the importance of inspecting what you expect. Discover why allowing customers to point out your vulnerabilities builds trust, and how a cultural shift towards accountability is the only way to genuinely deliver and execute.

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