Shoot the Hoot with CyberHoot …RAW – Episode 4

24th June 2025 | Shoot the Hoot Shoot the Hoot with CyberHoot …RAW – Episode 4

Welcome to Shoot the Hoot…RAW!

Welcome back to Episode 4 of Shoot the Hoot—the weekly livestream hosted by Chuck Taylor, Co-Founder and Lead Developer at CyberHoot. If you’re an MSP or SMB navigating the ever-growing maze of cybersecurity insurance, buckle up.

Remember when having antivirus was enough? Yeah, not anymore. These days, insurers want MFA, policies, proof of training—and if they could, probably a blood sample too.

This week, Chuck’s pulling back the curtain on what cyber insurance carriers really want, the hidden deal-breakers buried in your policies, and how to stop your next claim from getting nuked by a missed checkbox.

Still unscripted. Still unfiltered. Still 100% for the MSP community.

🛫 Today’s Flight Plan:

🦉 Policy Panic – Why insurance requirements keep changing (and how to stay ahead)
🦉 Deal-Breaker Deep Dive – The small stuff that’s costing big claims
🦉 Pro Tips – What to have in place before your next insurance questionnaire
🦉 Q&A Chaos – Chuck answers your questions, live and unfiltered

Whether you’re protecting your stack, your clients, or your sanity, this episode is a must-watch before that next renewal hits your inbox.

No fluff. No filters. Just real talk for real MSPs.

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