the[STACK]

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.

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.

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 consistently better client experience.

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 doing right now. This conversation will change how you approach AI with your clients.

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.

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 auditing.

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.

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.

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.

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.