HeyJaredMSP 1337 - Cybersecurity Maturity Journey | Guidance and Best Practices for MSPs and MSSPs
Educational sound bytes to help MSPs and their clients navigate Cybersecurity. Cybersecurity maturity is a journey; don't go it alone. Interviews and guidance from fellow MSPs and other Industry experts.Our goal is Secure Outcomes, and together we can make a difference.
- Indexed episodes, last 90 days
- 11
- Latest publication
- Sep 22, 2026
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- Earliest in this view
- Jul 6, 2026
Latest episodes
Cybersecurity Maturity and the Myth of Perfection (opens the original)
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Special Host: Adam Anderson from Threat Captain. What does success look like in an industry where technology changes faster than anyone can predict? In this episode of MSP1337, Chris Johnson (GTIA) and Charles Love (Showtech Solutions) join Adam Anderson from Threat Captain for a wide-ranging conversation on cybersecurity maturity, business growth, client communication, and preparing for an AI-driven future. The discussion challenges the idea that MSPs need to be perfect before making progress.
Deepfakes, Data Poisoning, and the Governance Gap (opens the original)
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In this episode of MSP 1337 , Chris sits down with Dr. Stephen Wright of Macadamia Solutions , a rare expert whose career spans technology, law, and business. Together they explore why governance has become the defining challenge of the AI era and why many organizations remain dangerously unprepared. The conversation examines how regulatory requirements, cybersecurity obligations, and emerging AI risks are reshaping boardroom accountability. Dr. Wright breaks down the growing threat of deepfakes
Trust but Verify Isn't Enough in the Age of AI (opens the original)
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Every vendor has an AI roadmap. Every client has employees experimenting with AI. And increasingly, MSPs are building their own AI solutions. The challenge is that few organizations fully understand the risks that accompany this rapid adoption. In this episode of MSP 1337, Chris Johnson and Jim Harryman discuss what responsible AI deployment actually looks like. They explore AI governance, vendor accountability, security testing, client readiness, and the dangers of allowing AI unrestricted acce
Your Backup Plan Isn't a Recovery Plan (opens the original)
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Many MSPs and businesses believe they're prepared for an outage because they have backups, redundant internet connections, or cloud-based applications. In reality, most recovery strategies fall apart when tested in real-world scenarios. In this episode of MSP 1337, Chris Johnson sits down with Charles Love of Showtech Solutions to explore the dangerous gap between perceived resilience and actual preparedness. They discuss why incident response plans must come before tabletop exercises, how inter
Stop Waiting. Start Securing. (opens the original)
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Most MSPs don't have a compliance problem. They have a starting problem. Michael Zbarsky of Blacksmith InfoSec joins MSP1337 to challenge some of the biggest misconceptions surrounding compliance, security frameworks, and cybersecurity maturity. From the GTIA Cybersecurity Trustmark and CMMC to evidence automation and third-party assessments, the discussion focuses on what actually moves organizations forward and what keeps them stuck. Michael shares why "good enough" today is often better than
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