Welcome back to The CyberCall. Today we’re tackling one of the fastest-growing risks MSPs face: third-party exposure in the age of AI.

Our guest is Greg Rasner — author of Cybersecurity and Third-Party Risk and a leading voice on how AI is reshaping vendor security. Greg has spent years helping organizations understand how a single weak vendor can create massive operational, financial, and reputational damage.

With his new book on AI and third-party risk coming soon, Greg joins us to share what’s changing, what MSPs are missing, and what leaders must do now to protect their businesses.

Today’s conversation is all about how MSPs actually win in the modern threat landscape — before, during, and after an attack.

We’re joined by three practitioners who will each be leading hands-on workshops at Right of Boom 2026. John Strand will take us inside Cloud Forever Days and intro to pen testing, showing how attackers really move through cloud environments. Joff Thyer will break down how MSPs can use AI automation to scale security operations without scaling chaos. And Patterson Cake will walk us through what incident response should look like when things stop being theoretical and start being real.

This isn’t hype. This is how to think like an attacker, operate like a modern security team, and respond like a professional when it counts.

In 2025, attackers aren’t breaking in through zero-days — they’re logging in. Identity has become the primary attack surface, and once access is gained, everything else happens fast.

Today, we’re joined by Chip Buck, CTO of SaaS Alerts — someone who lives at the front lines of identity-based attacks across SaaS platforms every single day. Chip sees how session theft, OAuth abuse, and legitimate-looking logins turn into real business damage for MSPs and their clients.

This isn’t a theoretical discussion. We’re here to talk about what identity attacks actually look like in the wild, what MSPs are missing, and how to detect and respond before access turns into impact.

Welcome back to The CyberCall. Our guest, Joy Beland from Summit7, helps lead security and compliance at the largest MSP serving the Defense Industrial Base.

Joy joins us to share what it actually took to prepare as a service provider, what broke, what changed, and what lessons MSPs can learn if they expect CMMC — or ISO 27001 — to become part of their future.

If you’re an MSP trying to understand what real compliance maturity looks like at scale, this conversation will give you clarity — not marketing, not hype, just experience

Most MSPs don’t fail because of ransomware. They fail because they drift. They chase revenue without direction. They stack tools without a strategy.
And they wake up one year later asking the same dangerous question:

“Why didn’t last year change anything?”

Today isn’t about theory. It’s about execution.

Our guest Gary Pica, doesn’t just teach business planning—he’s been stress-testing it with real MSP owners for over 20 years. Through recessions. Through acquisitions. Through “ RMM, Cloud, Security, Automation and now AI revolutions” in our industry.

Today’s conversation is all about what comes next for Microsoft 365 — because after Ignite, it’s clear that we’re entering a brand-new era. AI agents, identity-first security, native Sysmon, tenant baselines — Microsoft is rebuilding the entire stack around speed, intelligence, and scale.

And when you talk about managing M365 at scale, there’s one person MSPs look to: Kelvin Tegelaar, founder of CIPP. Kelvin just sold out his first CIPP certification class at Right of Boom, he’s about to ship version 8.7.0, and his platform is now used by over 10,000 MSP partners trying to tame the complexity of Microsoft 365.

Today we’re talking about what it really takes to partner with a giant.

Every MSP wants to grow alongside hyperscalers like Microsoft — but few truly know how to align, scale, and turn partnership into profit.

Our guest today has lived that journey from the inside out. Vince Menzione, Founder of The Ultimate Partner and former Microsoft channel leader, has helped thousands of partners build thriving businesses within the Microsoft ecosystem.

We discuss #cloud, #security, #AI - all the buzzwords!!

Today’s guest has one of the most unconventional origin stories in the MSP world. Nabil Aitoumeziane started his career not behind a keyboard—but at the door of a nightclub. While working nights as a bouncer, he began doing something few would dare: asking customers for business introductions and meetings. Fast-forward a few years, and he’s now the president of FSI, an 85-person managed service provider and one of Microsoft’s go-to partners for SMBs.

From reading crowds to reading client needs, Nabil turned street smarts into boardroom strategy—and built one of the most respected MSPs in the channel.
Today, we’re unpacking that journey—from hustle to scale, trust to transformation, and how an outsider mindset can build an insider’s empire in cybersecurity.