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Threat actors don’t always "break in" anymore. They log in with real credentials.

Wil hosts Randall Jackson, CISO at Income Research and Management, for a clear conversation on modern cyber attacks, identity compromise, AI-powered phishing, MFA fatigue, vulnerability prioritization, and the real pressure CISOs face. Randall brings 30+ years in IT and cyber, with experience across MSPs, MSSPs, and financial services. This episode is for business leaders, CISOs, IT leaders, and anyone trying to understand how cybersecurity works in the real world now.

Topics covered:

• Why identity compromise changed the attack model

• How AI makes phishing cleaner and harder to spot

• Why once-a-year security training is not enough

• How FIDO keys, MFA, PAM, and zero trust reduce risk

• How CISOs prioritize vulnerabilities through business context

• When outsourcing, managed security, or fractional CISO help makes sense

Follow The Keyboard Samurai for more practical conversations on cyber, tech, leadership, and business risk.

Find Randall: https://www.linkedin.com/in/randall-jackson-41ciso/