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.

Latest Blogs

Stay sharp with the latest security insights

Discover and share the latest cybersecurity trends, tips and best practices – alongside new threats to watch out for.

Claude Mythos Opened Pandora’s Box. Project Glasswing Is Racing to Close It.

Claude Mythos Opened Pandora’s Box. Project Glasswing Is Racing to Close It.

A Practical Brief for vCISOs THE WARNING WE IGNORED OR COULD NOT UNDERSTAND For years, the most credible...

Read more
When the “CEO” Calls and Asks You to Move Money Fast

When the “CEO” Calls and Asks You to Move Money Fast

A guide to spotting senior executive impersonation scams before the fake CEO gets a real wire transfer. It...

Read more
When the Attack Looks Just Like You

When the Attack Looks Just Like You

Artificial Intelligence (or AI) is making phishing emails smarter, malware sneakier, and credential theft easier...

Read more