The Security Debt We Pretend Isn’t There
Adopting Zero Trust29 Tammi

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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The Unstoppable Phish: A Discussion with Vivek Ramachandran

The Unstoppable Phish: A Discussion with Vivek Ramachandran

Season 3, Episode 10: Elliot chat’s with Vivek Ramachandran of SquareX about his approach to tackling the impossible: Social engineering.Catch this episode on YouTube, Apple, Spotify, Amazon, or Googl...

2 Heinä 202426min

Breaking Down the SMB Threat Landscape and The Value of MSPs with SonicWall

Breaking Down the SMB Threat Landscape and The Value of MSPs with SonicWall

Season 3, Episode 9: We chat with SonicWall’s Doug McKee about the top 5 threats targeting SMBs based on recent research.Catch this episode on YouTube, Apple, Spotify, Amazon, or Google. You can read ...

13 Kesä 202446min

Decoding Emerging Threats: MITRE, OWASP, and Threat Intel

Decoding Emerging Threats: MITRE, OWASP, and Threat Intel

Season 3, Episode 8: AZT and Dr. Zero Trust have a crossover episode where we chat with reps from MITRE and OWASP about challenges associated with emerging threats.Catch this episode on YouTube, Apple...

6 Kesä 202425min

Navigating the Ever-Changing Landscape of Cybersecurity Regulations With Lacework and Drata

Navigating the Ever-Changing Landscape of Cybersecurity Regulations With Lacework and Drata

Season 3, Episode 7: Though regulation impacting cybersecurity moves slow, when new laws are introduced it often puts significant strain on companies. Lacework’s Tim Chase and Drata’s Matt HIllary dis...

30 Touko 202430min

Ransomware: To Pay or Not to Pay?

Ransomware: To Pay or Not to Pay?

Season 3, Episode 6: Two seasoned cybersecurity professionals, Bryan Willett and Kris Lovejoy, shed light on the dilemma organizations face when hit by ransomware: Should they pay the ransom or not?Ca...

30 Huhti 202459min

Cyber Insurance: Sexy? No. Important? Critically yes.

Cyber Insurance: Sexy? No. Important? Critically yes.

Season 3, Episode 5: Cyber Insurance may not be the sexiest topic, but it’s an important piece of any mature cyber program. We chatted with a lawyer and a VC who share their perspective.Catch this epi...

11 Huhti 20241min

The Current and Future State of Zero Trust With Forrester’s David Holmes

The Current and Future State of Zero Trust With Forrester’s David Holmes

Season 3, Episode 4: Forrester Principal Research Analyst on Zero Trust, David Holmes, shares his perspective on the current and future state of Zero Trust.Catch this episode on YouTube, Apple, Spotif...

28 Maalis 202454min

Canva's Kane Narraway on Building a Zero Trust MVP

Canva's Kane Narraway on Building a Zero Trust MVP

Season 3, Episode 3: Canva’s Head of Enterprise Security, Kane Narraway, discusses how to deploy a Zero Trust strategy in under a year.Catch this episode on YouTube, Apple, Spotify, Amazon, or Google....

7 Maalis 202446min