The Security Debt We Pretend Isn’t There

The Security Debt We Pretend Isn’t There

As organizations push return-to-office (RTO) mandates and chase efficiency, many security teams are quietly accumulating debt they don’t know how to unwind.


In this episode, we are joined by Lea Cure Thorpe and Kayne McGladrey to unpack the less-discussed consequences of recent security decisions: RTO exposure, endpoint blind spots, tooling overload, analyst burnout, and the slow erosion of junior talent (thanks AI).


Rather than going too crazy on hot takes and obvious trends, we focus in on operational reality, business risk, and what security leaders need to confront before these issues compound further.


Where to Skim

02:00 | Is the perimeter really dead?

06:30 | RTO fallout and the return of local network risk

12:30 | Endpoint sprawl, dirty devices, and SOC fatigue

18:30 | Cloud tooling, visibility gaps, and false assurances

26:00 | AI adoption: risk appetite vs. reality

33:30 | Identity, agentic AI, and trust amplification risk

41:00 | Workforce erosion and the efficiency trap

50:30 | The business math CISOs can’t avoid

58:30 | Career development, communication, and relevance

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