The Security Strategist · Aug 7, 2026 · 23:55
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Every CISO out there faces one key challenge: the challenge of getting the board to acknowledge cybersecurity as a top enterprise risk management priority.
According to the ClearPoint Strategy Strategic Planning Report, only 51 per cent of active strategic and corporate projects maintain a steady Green status. The remaining 49 per cent fluctuate between Amber and Red, requiring varying levels of intervention.
This goes to show that many investment decisions are reliant on red, amber and green dashboards and not on financial exposure. According to Mike Saxton, CRO at MyCiso, the issue relates to cyber reporting often lacking portability. “A director may be highly experienced and commercially sophisticated, but still struggle to compare risk posture between organisations because the underlying reporting models are inconsistent.”
With AI also in the picture now, the speed and scale of attacks is rapidly rising; that gap is becoming harder to defend.
This is why in the recent episode of The Security Strategist podcast, E360Tech’s host Shubhangi Dua, Tech Journalist and Podcast Producer, was joined by Asdrúbal Pichardo, CEO at Squalify, 3x SaaS CEO, Board Advisor, Start-Up Mentor, Non-Executive Director.
This podcast breaks down how to actually turn technical risk into something the rest of the business can realistically manage, measure, and report on.
Translating Cyber Risk for the Boardroom: A CISO’s Guide to Financial QuantificationPichardo says when it comes to cyber risk, it's time to avoid reporting based on qualitative metrics; instead, portray more quantitative metrics. This means really talking to the executives and the boards in the language of business “which is money.”
"CISOs need to rely less on qualitative assessments. They need to translate the cyber risk into financial figures so the board will understand the implications of cyber."
CISOs typically present cyber risk through technical metrics, maturity scores and vulnerability reports, but boardrooms tend to avoid making decisions based on technical language. This is why translating that cybersecurity technical jargon into metrics is essential for boardrooms. They think in terms of financial exposure, business resilience and return on investment (ROI).
The CEO of Squalify explains why the future of cybersecurity leadership depends less on explaining threats and more on quantifying business impact. He puts up a case for enterprises requiring a common language that is comprehensible by both security teams and executives instead of relying on technical dashboard data.
Leveraging AI Vulnerability Detection: The Strategic Advantage of MythosArtificial intelligence (AI) has made it more complex from every corner. AI-driven cyber attacks are on the rise. On the other side, AI is being deployed by defenders to protect their platforms as well as to optimise the speed and effectiveness of AI tools and integrate it into their workflows. Ultimately, AI has, for better or worse, blurred the line between cybersecurity, governance and business continuity.
To put into perspective, Dua asked Pichardo about Anthropic's Mythos model’s incredible vulnerabilities-spotting capabilities. He said that Mythos is causing a lot of dialogue in the industry right now, but the vulnerability-discovering capabilities had existed for years, and those tools went unnoticed.
While industry individuals may be concerned about attackers taking advantage of AI tools like Mythos, enterprises should be able to access the same technology to identify and fix those weaknesses before attackers exploit them. However, geopolitical tensions and other economic disparities have made it hard for enterprises to access.
The key idea is that defenders have an advantage because they know their own systems. He says, “The hacker doesn't have the knowledge, or the source code from your enterprise. You already have it, so enterprises need to get there with Mythos before the hacker comes to you with Mythos.”
The issue he spotlights is that American companies have been given access to Mythos, but the US government has restricted access outside of the nation.
“At the end it should it should it should get into the right hands because it's probably already in the wrong hands,” the CEO states.
The conversation around Anthropic’s Mythos model depicts a shift in the enterprise tech and cybersecurity industry. While much of the discussion has focused on how attackers might exploit increasingly capable AI, Pichardo sees the greater opportunity for defenders.
Episodes: The Security Strategist