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Authenticate This! | an iC Consult Podcast

Human Skills That Define Tomorrow’s CISO with Matthew Rosenquist of Cybersecurity Insights

14. November 2025 |  Episode 10 |  00:46:31 min

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About this Episode

Cybersecurity’s human dimension takes center stage as we welcome Matthew Rosenquist, CISO, Cybersecurity Strategist and Advisor at Cybersecurity Insights. Hosts Aaron Lentz and Tim York guide the discussion, which explores the evolving role of CISOs, the realities of consolidation and AI’s increasing impact, ranging from bridging talent gaps to changing threat profiles.

Key Takeaways:

(00:00) Introduction.

(01:43) The market’s consolidation cycle disrupts legacy expectations.

(06:28) CISOs must be influential at both board and business levels.

(10:55) Technical and business leadership gaps are systemic.

(14:54) Security features convert freemium users to revenue.

(18:21) Basic protections boost small businesses’ security posture.

(22:52) Revenue drivers define an effective security strategy.

(27:01) Unrealistic entry-level job requirements stall progress.

(30:59) Upskilling launches junior talent into future leadership.

(35:19) AI elevates both security analysts and adversaries.

(43:34) Behavioral awareness defends better than firewalls alone.

Resources Mentioned:

Cybersecurity Insights website

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Featured Experts


  • Matthew Rosenquist – Guest CISO, Cybersecurity Strategist and Advisor at Cybersecurity Insights


  • Aaron Lentz – Host VP Advisory and Stategy
    iC Consult Americas


  • Tim York – Host VP of Partnerships
    iC Consult Americas