Deploy Securely

Hosted by StackAware

Technology

Website RSS feed

Episodes

Latest episode

Jun 2026

Language

About the show

Manage risk at the junction of artificial intelligence and software security.

Listen to episodes

39 recent

June 3, 202638 min

"AI psychosis," new Executive Order, and CO SB-189

Steve and I talked about:- AI "Psychosis": https://techcrunch.com/2026/05/27/tech-ceos-are-apparently-suffering-from-ai-psychosis/- A new White House EO on AI security: https://www.whitehouse.gov/presidential-actions/2026/06/promoting-advanced-artificial-intelligence-innovation-and-security/- Meta's AI customer support chatbot failure: https://futurism.com/future-society/meta-ai-support-bot-hackers-access-instagram-accounts- Colorado passing SB26-189, covering "Automated Decision-Making Technology": https://leg.colorado.gov/bill_files/116489/download- How a Company allegedly spent $500 million on Anthropic AI tokens in a single month: https://dailycaller.com/2026/05/29/company-accidentally-spent-half-billion-anthropic-claude-ai-pentagon/

May 27, 202633 min

Accountability and compliance gaps, transparency, and "human-centered AI"

Cameron and I tackled these topics as well as:The EU AI ActAI-powered phishingScoping ISO 42001 engagements

May 13, 202641 min

More AI Backlash and Federal/state regulation

Steve and I connected on: - AI backlash: https://www.the74million.org/article/gen-z-increasingly-skeptical-of-and-angry-about-artificial-intelligence/Federal AI Safety discussions:-- https://www.politico.com/news/2026/05/07/white-house-ai-oversight-00910837-- https://www.linkedin.com/posts/allinpod_david-sacks-fda-for-ai-is-fake-news-but-activity-7459311154281103360-atOK-- https://thehill.com/policy/technology/5866292-white-house-ai-evaluation-process/-- https://www.foreignaffairs.com/united-states/right-way-regulate-artificial-intelligence-alondra-nelson- Colorado gutting SB-205: https://www.troutmanprivacy.com/2026/05/colorado-legislature-passes-bill-to-repeal-and-replace-colorado-ai-act/- AI Chiefs in the Boardroom: https://www.cnbc.com/2026/05/11/heres-how-artificial-intelligence-is-changing-boardrooms.html

April 29, 202629 min

Aware AI - April 2026

Cameron and I talked about:- How large does a company have to be to recommend ISO 42001?- How do you avoid constant turnover of your AI inventory (you don't)?- What minimum documentation is needed per AI use case? (or before bringing on an AI system or vendor?) - What’s a realistic training and awareness program about AI for non-technical staff?- Are the following over- / under- / properly-hyped?-- Running AI locally-- AI Governance Tools/Platforms-- Model eval benchmarks (SWE‑bench, red‑team scores, "safety" leaderboards) -- “Innovation‑first,” light‑touch approach to AI Governance-- Claude Mythos

March 21, 202648 min

ISO 42001 deep dive

I talked with David Forman, CEO of Mastermind. The company is the only pure-play ISO certification body in the U.S. and was the first worldwide to issue an ISO 42001 certificate. We discussed:- Misconceptions (and reality) about the standard- How to scope the AIMS (and audit)- Traveling the world as a founder- Surveillance pricing (side quest)

March 9, 202651 min

Audit-ready AI

I spoke with Danny Manimbo, Managing Principal at Schellman, who leads the firm’s AI governance and ISO assurance services. Danny and I talked about:What firms miss when preparing for ISO 42001 audits.How they continually improve and what metrics they track.The role that ultra-marathon running played in Danny’s personal and professional life.

March 6, 202625 min

"High-risk" AI, vibe coding, and regulatory gymnastics

Cameron Gaudet and I chatted on the Aware AI Brief about:How do you determine "high-risk"? (Additionally WHO determines a "high-risk" AI system?)What does "AI Bias" actually mean? What is being evaluated and measured?Is vibe coding "good"?Here is the reference database we discussed: https://reference.stackaware.com/

March 3, 202647 min

Anthropic, AI;DR, and (more) slop - Steve and Walter talk AI, March 2026

To kick off March 2026, Steve and I talked:- Anthropic's big moves when it comes to:-- Claude Code Security: https://www.anthropic.com/news/claude-code-security-- Facing off against the Department of War: https://www.anthropic.com/news/statement-comments-secretary-war- The emergence of "AI;DR" as a phrase: https://futurism.com/artificial-intelligence/aidr-meaning- Citrini Research's doomsday report: https://www.citriniresearch.com/p/2028gic- More AI-generated slop: https://futurism.com/artificial-intelligence/ai-film-pulled-from-amc-theaters

February 11, 202622 min

The State of AI Red Teaming in 2026

I spoke with Kujtim Kryeziu, Co-Founder and CEO of Sentry Security, about:- How companies can tackle the biggest risks in their AI applications- What he sees as the biggest blind spots in heavily-regulated spaces- The future of AI red-teaming and the role for human expertsHere's the AI Risk Readiness Kit we discussed: https://kit.stackaware.com/And here's the Sentry Security Research Blog: https://blog.sentry.security/

February 5, 202638 min

AI governance at enterprise scale

I spoke with Oliver Patel, Head of Enterprise AI Governance at AstraZeneca, about how to run AI governance at global scale.We will cover:- How he builds AI governance that works across teams, tools, and regions - The EU AI Act, in plain language, and what enterprises must do next - Practical controls for AI risk, from model intake to ongoing monitoring - How compliance, legal, and business leaders can share one playbook - What he's learning while writing the book "Fundamentals of AI Governance"