the[STACK]

Recorded live from IT Nation in Orlando, Dan was joined by Justin Esgar for a candid conversation on fear, growth, and leadership in the MSP space. They explored how calculated risks, accountability, and getting comfortable with discomfort can unlock the next level of business growth. From public speaking to bigger client opportunities, this episode is all about pushing past fear and moving forward.

AI is opening the door to bigger business conversations for MSPs than ever before. In this live episode from IT Nation, Dan and Matt Lee dive into how AI is changing cybersecurity, risk discussions, automation, and the way MSPs create value for their clients. This is a must-listen for MSPs looking to lead smarter conversations in the boardroom.

What if your client environments could actually "self-heal" before a ticket was even created? I sat down with Kyle Bove to explore how AI-driven automation is shifting the needle from reactive firefighting to truly proactive, preventative operations. We discuss using identity as your foundation and how to reclaim your senior techs' time for the strategic projects that actually drive revenue. It’s time to move beyond the "maturity mirage" and build a business that scales without the constant hiring grind.

What do cybersecurity, process maturity, and AI readiness all have in common? According to Brian Weiss of iTech Solutions — everything. In this special edition episode from Zero Trust World, Dan and Brian break down how MSPs can strengthen their security posture, improve operational efficiency, and build the foundation needed for AI-driven growth. This is a must-listen for MSP leaders focused on scaling smarter.

Can you really afford not to invest time in community? Recorded live at Zero Trust World, Dan and John Douglass discuss why events, peer groups, and industry relationships deliver real ROI for MSPs. From accountability and idea sharing to solving business and technical challenges faster, this episode explores why community may be one of the smartest investments an MSP leader can make.

Passwords continue to be the primary vector for breaches, but Danny Obaseki joins the show to explain why the solution isn't just "longer strings of characters." He unpacks the mechanics of passwordless authentication and provides a tactical roadmap for MSPs looking to harden their clients' defenses against credential theft. From leveraging public key cryptography to rolling out phishing-resistant MFA, Danny highlights how to protect high-risk users first without disrupting their daily workflows. Tune in to learn how to transition from being a password manager to a true security leader.

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 business outcomes. Learn to tailor your message to different members of the C-suite to move past "deer in the headlights" moments and finally get to a "yes."

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 security. Done right, it can strengthen security posture while opening the door to higher recurring services revenue.

"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 breaches.

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 of a new partner community. If you're thinking about how to future-proof your MSP, this conversation is packed with insights.