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!

Author

the[Stack]

Category

Technology

Podcast website

everythingmsp.com

Latest episode

Jul 9, 2026

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Episodes

Policy Sprawl: The Silent Profit Killer in Your MSP 03.11.2025

If managing Microsoft 365 tenants feels like herding cats, this one’s for you. Derik Belair of Augmentt joins Dan to break down how to rein in policy chaos, improve security, and turn standardization into serious margin gains.

What the Numbers Say: SMB Tech Trends MSPs Can’t Ignore 30.10.2025

Smart MSPs don’t guess what clients want — they study the data. In this episode of the[STACK], Dan Tomaszewski talks with GTIA’s Carolyn April about the latest SMB Technology & Buying Trends Report. Discover what’s driving purchasing decisions, how tariffs and economic uncertainty are reshaping budgets, and why MSPs have a massive opportunity to lead clients through AI and cybersecurity adopti...

The Most Profitable Service You’re Not Selling 27.10.2025

Migrations don't have to be a source of stress and sleepless nights for your team or your clients. Colin Hogg joins Dan Tomaszewski to explain how a defined process and the right tools turn complex moves into a  profitable, confidence-building service . Discover why  testing with pilot users  and transparent, visible reporting are the keys to reducing surprises and building long-term client tr...

Outgrowing a Client? Don't Walk Away, Trade Up. 20.10.2025

The process of moving a client is often messy, unsecure, and done in "dark rooms" through back channels. We discuss why MSPs should stop risking bad behavior and start treating client offloading as a strategic, secure business move. Matt introduces the MSPX marketplace, which provides structure, transparency, and escrow to ensure a smooth, monetized transition. Discover how this solution...

Is Your Website Ready for AI? A Guide to Modern SEO 13.10.2025

Search is shifting from click-based SEO to AI-driven AEO and GEO, demanding authoritative, conversational answers. Join Dan Tomaszewski and Pete Busam to learn how to adapt your MSP's content to win the vital "zero-click moment" and be surfaced as the trusted source by AI engines like ChatGPT and Google. They break down the necessary pivot: from talking about solutions to focusing on...

Hiring, Letting Go, and Leveling Up: Inside ABC Technologies’ Breakthrough 09.10.2025

Comfort was killing their momentum. Growth changed everything. Hear how Lisa and Brian Johnson of ABC Technologies shifted from “good enough” to intentional growth — and how that mindset helped them scale faster, hire smarter, and build a stronger MSP.

The Security Shift: From “Set-and-Forget” to “Live-and-Lead” 06.10.2025

Adding another security tool won’t make your MSP safer — changing your process will. Dan Tomaszewski talks with Pax8’s Rich Richardson about what it means to “live security,” not just sell it. Hear how to get owner buy-in, build a culture of vigilance, and make security your daily habit. 🚨 Special Offer for Listeners! Be among the first five respondents to win a 1-hour coaching session with Pax8...

Breaking the Bottleneck: How Delegation Drove MSP Growth 02.10.2025

Every MSP owner hits a ceiling — often because they’re stuck doing everything themselves. In this episode, Jason Thomas of Jatag Solutions shares how hiring an operations manager was the game-changing move that freed him from bottlenecks and unlocked real growth.

Three Bald Guys, One Mission: Stop Breaches (Without Burning Out) 29.09.2025

Cybersecurity isn’t 9–5, and neither are the threats targeting MSPs. In this episode of  the[STACK] , Dan Tomaszewski sits down with former MSPs Chris Wanamaker and Steve Weber of Sophos to talk MDR, real threat hunting, and how MSPs can deliver better security outcomes without burning out their teams.

The Connectivity Pivot: How MSPs Win When the WAN Fails 22.09.2025

Clients don’t care if the ISP failed — they call you when the internet goes down. In this episode, Dan talks with Steve Copeland of RYTHMz about the “business in a box” solution that delivers reliable connectivity in minutes. Learn how hive bonding, enterprise-grade hardware, and an effortless MSP model can transform connectivity from a liability into revenue.

Unreasonable Hospitality Meets the MSP World 18.09.2025

Seventeen years, multiple acquisitions, and one simple philosophy: treat clients like friends. Justin Esgar of Virtua Consulting reveals how his Apple-focused MSP scaled by embracing creativity, hospitality, and a business-first mindset. Discover how trimming costs, deepening client relationships, and thinking differently led to exponential growth.

Smarter Quoting, Bigger Margins: The Power of the Right Tool 14.09.2025

Slow proposals kill deals. If you're tired of spending hours logging into different distributors and manually building quotes, this episode is for you. Dan and Brian Laufer of QuoteWerks dive into how the right quoting tool can save you massive amounts of time and turn quoting from a bottleneck into a competitive advantage. Discover how QuoteWerks Web , with its new AI features and key integra...

Frameworks to Forecasts: GRC That Sells Itself 08.09.2025

QBRs shouldn’t be glorified status updates—they should be strategy sessions that drive outcomes. In this episode of the[STACK], Dan Tomaszewski and Brian Doyle of vCIOToolbox dig into how MSPs can streamline QBRs, tie them to business goals, and add GRC into the mix. Learn how the right process and tools can transform your role from IT provider to trusted advisor.

Open Source, Not Open Season: Proxmox + Enterprise-Grade Backups 02.09.2025

Broadcom’s VMware acquisition has shaken the virtualization world, leaving MSPs scrambling for answers on costs, licensing, and long-term strategy. In this episode of the[STACK], Dan sits down with Mason Giles of Comet Backup to unpack what these changes mean for MSPs. From the rise of Proxmox to backup best practices that save time, storage, and sanity, this conversation is packed with insights y...

More Than Tech: Why Caring About Your Clients’ Business is the Real Differentiator 28.08.2025

It’s not the technology that makes MSPs sticky—it’s how deeply they understand their clients’ business. Tracy Pound of Maximity joins Dan to share how her company weathered a near-collapse during COVID and emerged with a more sustainable model. From embracing ERP solutions to embedding themselves into their clients’ operations, Tracy reveals the power of caring about outcomes, not just uptime.

Don't Let Perfect Be the Enemy of Good 25.08.2025

What if the secret to operational efficiency and scalable security isn't just another tool—it's a fundamental change in how you operate? In this episode, Josh Hohbein of CentrexIT reveals his team's breakthrough moment of aligning to a cybersecurity framework. He explains why this strategic move is a game-changer and shares the one piece of advice every MSP needs to hear: "Don&#39...

From Black Hat to Business Protector: A Hacker’s Redemption Story for MSPs 21.08.2025

Not your average cybersecurity talk — this is the story of a hacker who flipped the script. Dan Tomaszewski talks with Jesse Tuttle, Chief Hacking Officer at AP2T Labs, about his past as a threat actor, his path to redemption, and the mission that drives his work today. From cyber wars to human trafficking takedowns, Jesse’s experiences offer MSPs a rare perspective on awareness training and prote...

The "I'll Just Do It" Mindset: Why It's Holding You Back 18.08.2025

Are you stuck "in" the business instead of working "on" it? Dan and special guest Tom Wyant explore the mindset shift required to scale your MSP. They cover the art of effective delegation, the importance of training your team, and why saying no to the wrong clients is the smartest business decision you can make.

The MSP Growth Path No One Talks About 14.08.2025

What happens when a lifelong engineer becomes a Chief AI Officer and redefines how an MSP operates? In this MSP Breakthroughs episode, Brian Weiss of iTech Solutions shares how embracing AI, co-managed IT, and a people–process–technology mindset fueled rapid growth. From building in-house tools to scaling with frameworks and coaching, Brian reveals the strategies that took his business to the next...

Offboarding Done Right: The Hidden Risks (and Rewards) of Access Automation 11.08.2025

Tired of the manual grind of onboarding and offboarding? In this episode, Dan talks with Kou Chieng of Josys about how to stop being a reactive "ticket taker" and become a proactive access manager. They discuss how automating permissions, audits, and offboarding can eliminate security risks, save valuable time, and help your MSP deliver greater value to clients. Don't miss out on the...

Tech Talk From the Vendors at Pax8 Beyond 2025 - Segment 1 08.08.2025

Pax8 Beyond brought the energy—and we brought the mic. In Segment 1 of this two-part series, we sat down with a handful of standout vendors at our podcast booth to talk security, automation, and the evolving MSP landscape.👥 Featured vendors:🔐 usecure – Simplifying security awareness with automation🛡️ Senteon – Harden endpoints with one-click configuration🌐 Cavelo – Proactively reduce customers&...

Kids Today, Leaders Tomorrow: Building the Future of the Channel 07.08.2025

Live from ChannelCon, Dan Wensley joins us to talk about GTIA’s bold new direction and why it’s time to bring youth into the channel. From family legacies in tech to mentoring the next generation, this episode is full of real talk on where our industry is heading—and what we can do now to shape it.

How Elite MSPs Are Actually Using AI (Internally!) 04.08.2025

Everyone's talking AI, but are you seeing real results in your MSP? In this exclusive ChannelCon episode of The Stack, Dan sits down with Lyndsey Hoffman of NexusTek to uncover the practical, internal AI strategies that are driving true profitability for elite MSPs. Learn how leveraging AI to automate back-office operations and streamline your sales process isn't just theory – it's hel...

Build a Leaner MSP: The AI-Powered Back Office Revolution 28.07.2025

AI is booming, and your MSP's back office is its hidden goldmine. Join Dan and FlexPoint CEO Victor Lopez on the[STACK] as they reveal why focusing AI on internal processes, not just technical efficiencies, is the  key to unlocking massive gains in productivity and net income . Learn how to streamline financial operations, reduce overhead, and strategically position your MSP to "dogfood&q...

Vendor Spotlight: Danny Obaseki of Kelvin Zero 24.07.2025

Tune into this event-exclusive episode of the[STACK] to hear Dan's conversation with Kelvin Zero's Danny Obaseki. They explore the strategic value of embracing cutting-edge, passwordless MFA solutions for MSPs. Danny shares insights on how Kelvin Zero empowers partners to provide a superior, more secure customer experience, helping you stand out in the crowded MSP space. You can find more...

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